Ethanol → Ethyl 4-aminocyclohexanecarboxylate

HRID 712243Notes

Reaction equation

HRID 712243 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]1.S(Cl)(Cl)=O.[CH2:15](O)[CH3:16]>>[NH2:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH2:15][CH3:16])=[O:9])[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 1715604-Aminocyclohexanecarboxylic acid

Product 1

HCID 409963Ethyl 4-aminocyclohexanecarboxylate

Conditions

Temperature
80 °C

Procedure

To an ice-cold solution of 4-aminocyclohexanecarboxylic acid (5.0 g, 34.92 mmol) in ethanol (20 mL) was added thionyl chloride (7.60 ml, 104.76 mmol) and the mixture heated up to 80° C. for 2-3 h. After the completion of reaction (by TLC), the solvent was evaporated under reduced pressure to give the desired product in quantitative yield.

Workup

  1. customAfter the completion of reaction (by TLC)
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d3fd6dd9976e4c5d8ad0a9b199622a5d
Source dataset
uspto-grants-2015_11
Patent number
US09181234B2

Reaction notes

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