ChemicalBook > CAS DataBase List > TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY

TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY

Product Name
TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY
CAS No.
690632-38-3
Chemical Name
TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY
Synonyms
1’-Boc-6-bromospiro[chroman-2,4’-piperidin]-4-one;tert-butyl 6-bromo-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate;tert-butyl 6-bromo-4-oxospiro[chromane-2,4'-piperidine]-1'-carboxylate;Tert-butyl 6-bromo-4-oxospiro[3h-chromene-2,4'-piperidine]-1'-carboxylate;TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY;tert-Butyl 6-bromo-4-oxo-3,4-dihydro-1'H-spiro(chromene-2,4'-piperidine)-1'-carboxylate;6-Bromo-3,4-dihydro-4-oxo-spiro[2H-1-benzopyran-2,4'-piperidine]-1'-carboxylic acid tert-butyl ester;6-bromo-3,4-dihydro-4-oxo-spiro[2H-1-benzopyran-2,4'-piperidine]-1'-carboxylic acid 1,1-dimethylethyl ester;Spiro[2H-1-benzopyran-2,4'-piperidine]-1'-carboxylic acid, 6-bromo-3,4-dihydro-4-oxo-, 1,1-dimethylethyl ester
CBNumber
CB7506637
Molecular Formula
C18H22BrNO4
Formula Weight
396.28
MOL File
690632-38-3.mol
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TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY Property

Density 
1.44
storage temp. 
2-8°C
Appearance
Off-white to light yellow Solid
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Safety

HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Biosynth Carbosynth
Product number
FB154200
Product name
tert-Butyl 6-bromo-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
Packaging
100mg
Price
$53
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB154200
Product name
tert-Butyl 6-bromo-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
Packaging
250mg
Price
$105
Updated
2021/12/16
AK Scientific
Product number
W7898
Product name
tert-Butyl6-bromo-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
Packaging
250mg
Price
$157
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB154200
Product name
tert-Butyl 6-bromo-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
Packaging
500mg
Price
$180
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB154200
Product name
tert-Butyl 6-bromo-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
Packaging
1g
Price
$316
Updated
2021/12/16
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TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY Chemical Properties,Usage,Production

Synthesis

30186-18-6

79099-07-3

690632-38-3

General procedure for the synthesis of tert-butyl 6-bromo-4-oxospiro[benzodihydropyran-2,4-piperidine]-1-carboxylate from 1-(4-bromo-2-hydroxyphenyl)ethanone and N-tert-butyloxycarbonyl-4-piperidone: In a 500 mL three-necked flask equipped with a reflux condenser, a CaCl2 drying tube, and a magnetic stirrer, 0.1 mol N-tert-butoxycarbonyl-4-piperidone (19.5 g) and 0.116 mol pyrrolidine (8.95 g) were dissolved in 100 mL of anhydrous methanol. Subsequently, 0.0837 mol 1-(4-bromo-2-hydroxyphenyl)ethanone (18 g) was added at room temperature. The reaction mixture was refluxed with stirring at 60-65 °C for about 3 hours. After completion of the reaction, the mixture was transferred to a rotary evaporation flask and the methanol was removed by distillation to give an orange viscous liquid. To the residue 75 mL of water was added and the product was extracted four times with 100 mL of ethyl acetate. The aqueous layer was separated and discarded and the organic layer was dried with anhydrous Na2SO4. After filtration, ethyl acetate was removed by distillation to give an orange viscous oil, which was further dried thoroughly under vacuum. Purification by column chromatography (eluent: ethyl acetate/petroleum ether, 10/90, v/v) afforded 28.7 g (87% yield) of a light yellow crystalline solid. The melting point of the product was 140-143 °C.

References

[1] Patent: US2007/117823, 2007, A1. Location in patent: Page/Page column 13

TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY Preparation Products And Raw materials

Raw materials

Preparation Products

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TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY Suppliers

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690632-38-3, TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXYRelated Search:


  • 1’-Boc-6-bromospiro[chroman-2,4’-piperidin]-4-one
  • Tert-butyl 6-bromo-4-oxospiro[3h-chromene-2,4'-piperidine]-1'-carboxylate
  • TERT-BUTYL6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[CHROMENE-2,4'-PIPERIDINE!-1'-CARBOXY
  • tert-Butyl 6-bromo-4-oxo-3,4-dihydro-1'H-spiro(chromene-2,4'-piperidine)-1'-carboxylate
  • 6-Bromo-3,4-dihydro-4-oxo-spiro[2H-1-benzopyran-2,4'-piperidine]-1'-carboxylic acid tert-butyl ester
  • tert-butyl 6-bromo-4-oxospiro[chromane-2,4'-piperidine]-1'-carboxylate
  • 6-bromo-3,4-dihydro-4-oxo-spiro[2H-1-benzopyran-2,4'-piperidine]-1'-carboxylic acid 1,1-dimethylethyl ester
  • Spiro[2H-1-benzopyran-2,4'-piperidine]-1'-carboxylic acid, 6-bromo-3,4-dihydro-4-oxo-, 1,1-dimethylethyl ester
  • tert-butyl 6-bromo-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate
  • 690632-38-3
  • C18H22BrNO4