ChemicalBook > CAS DataBase List > 4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Product Name
4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS No.
343306-50-3
Chemical Name
4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
Synonyms
1-Boc-4-(3-ForMyl-4-hydroxyphenyl)piperazine;tert-Butyl 4-(3-forMyl-4-hydroxyphenyl)piperazine-1-carboxylate;4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-Piperazinecarboxylic acid, 4-(3-formyl-4-hydroxyphenyl)-, 1,1-dimethylethyl ester
CBNumber
CB32452798
Molecular Formula
C16H22N2O4
Formula Weight
306.36
MOL File
343306-50-3.mol
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4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Property

Boiling point:
463.4±45.0 °C(Predicted)
Density 
1.225±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
10.42±0.35(Predicted)
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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

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

AK Scientific
Product number
9787DA
Product name
Tert-Butyl4-(3-formyl-4-hydroxyphenyl)piperazine-1-carboxylate
Packaging
250mg
Price
$189
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0380626
Product name
1-BOC-4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE
Purity
95.00%
Packaging
5MG
Price
$504.3
Updated
2021/12/16
Ambeed
Product number
A254583
Product name
tert-Butyl4-(3-formyl-4-hydroxyphenyl)piperazine-1-carboxylate
Purity
97%
Packaging
100mg
Price
$52
Updated
2021/12/16
Ambeed
Product number
A254583
Product name
tert-Butyl4-(3-formyl-4-hydroxyphenyl)piperazine-1-carboxylate
Purity
97%
Packaging
250mg
Price
$78
Updated
2021/12/16
Ambeed
Product number
A254583
Product name
tert-Butyl4-(3-formyl-4-hydroxyphenyl)piperazine-1-carboxylate
Purity
97%
Packaging
1g
Price
$199
Updated
2021/12/16
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4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production

Synthesis

1761-61-1

57260-71-6

343306-50-3

General procedure: 5-bromo-2-hydroxybenzaldehyde (1000 g, 4.97 mol, 1 eq.) and tert-butyl 1-piperazinecarboxylate (1065.4 g, 5.72 mol, 1.1 eq.) were added to a reactor protected by nitrogen and palladium acetate (11.0 g, 0.049 mol, 0.01 eq.) and tri-tert-butylphosphine (10.0 g, 0.049 mol, 0.01 equiv) to a solution of toluene (0.3 L). Sodium tert-butoxide (1052.4 g, 10.9 mol, 2.2 eq.) was subsequently added. The reaction mixture was stirred at 42 °C for 22 h to form a reddish brown slurry. Upon completion of the reaction, a mixture of distilled water (8 L) and glacial acetic acid (800 mL) was added (pH adjusted to 5-6) and stirred for 10 min. The organic phase was separated and washed twice with distilled water (2 x 8L). The organic phase was dried by adding sodium sulfate (2.5 kg), stirred for 30 min and filtered. The dark orange organic phase was weighed (9.65 kg) and an aliquot (100 g) was concentrated under vacuum to give a dark orange oil. The oily substance was purified by column chromatography (silica gel, height: 30 cm, diameter: 4 cm, eluent: methyl tert-butyl ether/heptane 1:1) to afford the target compound tert-butyl 4-(3-formyl-4-hydroxyphenyl)piperazine-1-carboxylate as yellow crystals (8.9 g). The total yield was 56% based on an aliquot. Mass spectrum (ES+): 307 (M+H).

References

[1] Patent: EP2110374, 2009, A1. Location in patent: Page/Page column 30
[2] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 18, p. 4843 - 4852

4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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343306-50-3, 4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTERRelated Search:


  • 1-Boc-4-(3-ForMyl-4-hydroxyphenyl)piperazine
  • tert-Butyl 4-(3-forMyl-4-hydroxyphenyl)piperazine-1-carboxylate
  • 4-(3-FORMYL-4-HYDROXYPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • 1-Piperazinecarboxylic acid, 4-(3-formyl-4-hydroxyphenyl)-, 1,1-dimethylethyl ester
  • 343306-50-3