ChemicalBook > CAS DataBase List > TRANS-4-(METHYLAMINO)CYCLOHEXANOL

TRANS-4-(METHYLAMINO)CYCLOHEXANOL

Product Name
TRANS-4-(METHYLAMINO)CYCLOHEXANOL
CAS No.
22348-44-3
Chemical Name
TRANS-4-(METHYLAMINO)CYCLOHEXANOL
Synonyms
trans-4-(Methylamino);TRANS-4-(METHYLAMINO)CYCLOHEXANOL;(1r,4r)-4-(MethylaMino)cyclohexanol;trans-4-(Methylamino)cyclohexan-1-ol;Cyclohexanol, 4-(methylamino)-, trans-;rel-(1R,4R)-4-(methylamino)cyclohexan-1-ol
CBNumber
CB82453321
Molecular Formula
C7H15NO
Formula Weight
129.2
MOL File
22348-44-3.mol
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TRANS-4-(METHYLAMINO)CYCLOHEXANOL Property

Boiling point:
211.7±33.0 °C(Predicted)
Density 
0.97±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
15.17±0.40(Predicted)
Appearance
White to off-white Solid
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Safety

HS Code 
2922190090
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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

SynQuest Laboratories
Product number
4256-1-71
Product name
trans-4-Methylamino-cyclohexanol
Purity
97.0%
Packaging
250mg
Price
$115
Updated
2021/12/16
Matrix Scientific
Product number
122643
Product name
trans-4-Methylamino-cyclohexanol
Purity
97.0%
Packaging
1g
Price
$182
Updated
2021/12/16
ChemScene
Product number
CS-W019271
Product name
trans-4-(Methylamino)cyclohexanol
Packaging
5g
Price
$251
Updated
2021/12/16
SynQuest Laboratories
Product number
4256-1-71
Product name
trans-4-Methylamino-cyclohexanol
Purity
97.0%
Packaging
1g
Price
$290
Updated
2021/12/16
AK Scientific
Product number
1297AB
Product name
trans-4-(Methylamino)cyclohexanol
Packaging
10g
Price
$424
Updated
2021/12/16
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TRANS-4-(METHYLAMINO)CYCLOHEXANOL Chemical Properties,Usage,Production

Synthesis

111300-06-2

22348-44-3

The general procedure for the synthesis of trans-4-methylaminocyclohexanol from trans-4-BOC-aminocyclohexanol was as follows: lithium aluminum hydride (9 g, 0.23 mol) was suspended in dry tetrahydrofuran (425 mL) under argon protection. Trans-4-(tert-butoxycarbonylamino)cyclohexanol (Intermediate 1, 10 g, 0.046 mol) was slowly added under cooling in an ice bath. After addition, the ice bath was withdrawn and the reaction mixture was heated to reflux and kept at reflux overnight. Upon completion of the reaction, the mixture was cooled to room temperature, followed by careful sequential dropwise addition of 9 mL of water, 9 mL of 4N NaOH solution and 18 mL of water under stirring to quench the reaction. The organic solvent was removed by distillation under reduced pressure and the resulting crude product was dissolved in chloroform and dried with anhydrous magnesium sulfate. After filtration, the filtrate was concentrated to dryness under reduced pressure and finally co-evaporated with hexane to afford trans-4-methylaminocyclohexanol as a white solid in 89% yield. The structure of this intermediate was confirmed by 1H NMR (300 MHz, chloroform-d), δppm 1.04-1.20 (m, 2H), 1.25-1.40 (m, 2H), 1.97 (br.s., 4H), 2.27-2.40 (m, 1H), 3.57-3.70 (m, 1H).

References

[1] Patent: EP2386555, 2011, A1. Location in patent: Paragraph 0074
[2] Patent: EP2592077, 2013, A1. Location in patent: Paragraph 0129
[3] Patent: WO2013/68552, 2013, A1. Location in patent: Page/Page column 39
[4] Patent: US2017/313683, 2017, A1. Location in patent: Paragraph 0356-0358

TRANS-4-(METHYLAMINO)CYCLOHEXANOL Preparation Products And Raw materials

Raw materials

Preparation Products

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22348-44-3, TRANS-4-(METHYLAMINO)CYCLOHEXANOLRelated Search:

Spectinomycin dihydrochloride Spectinomycin AMBROXOL HYDROCHLORIDE Amikacin sulfate salt Dihydrostreptomycin DIHYDROSTREPTOMYCIN SESQUISULFATE SALT TETRODOTOXIN CITRATE Streptomycin 4-ACETAMIDOCYCLOHEXANOL Dihydrostreptomycin sulfate Streptomycin sulfate DIHYDROSTREPTOMYCIN, [3H(G)] BUTIROSIN A (+/-)-(5ALPHA,7ALPHA,8BETA)-3,4-DICHLORO-N-METHYL-N-(7-[1-PYRROLIDINYL]-1-OXASPIRO[4.5]DEC-8-YL)BENZENEACETAMIDE MESYLATE BUTIROSIN DISULFATE TRANS-4-CBZ-AMINOPHENOL PENICILLIN-STREPTOMYCIN-NEOMYCIN AMIKACIN SULFATE SALT

  • TRANS-4-(METHYLAMINO)CYCLOHEXANOL
  • (1r,4r)-4-(MethylaMino)cyclohexanol
  • trans-4-(Methylamino)cyclohexan-1-ol
  • trans-4-(Methylamino)
  • Cyclohexanol, 4-(methylamino)-, trans-
  • rel-(1R,4R)-4-(methylamino)cyclohexan-1-ol
  • 22348-44-3