Methanol → HCID 178501119, compound

HRID 1716519Notes

Reaction equation

HRID 1716519 reaction equation
S(Cl)([Cl:3])=O.[NH2:5][CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([OH:15])=[O:14])[CH2:9][CH2:8]1.[CH3:16]O>>[ClH:3].[CH3:16][O:14][C:13]([C@H:10]1[CH2:9][CH2:8][C@H:7]([CH2:6][NH2:5])[CH2:12][CH2:11]1)=[O:15]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178511262HCID 178511262, compound

Product 1

HCID 178501119HCID 178501119, compoundYield 98%

Procedure

Thionyl chloride (7 ml, 96 mmol) was added to a solution of trans-4-aminomethyl cyclohexanecarboxylic acid (5.00 g, 31.8 mmol) in methanol (50 ml) and the mixture was stirred at room temperature for 16 hours. The reaction solution was concentrated and the obtained solid was washed with diethyl ether (50 ml). Trans-4-aminomethylcyclohexanecarboxylic acid methyl ester hydrochloride (6.49 g, 98%) was obtained by separating by filtration and drying in vacuo.

Workup

  1. concentrationThe reaction solution was concentrated
  2. washthe obtained solid was washed with diethyl ether (50 ml)

Sources & evidence

ORD record
ord-0bc43debc7b847db8847f335c8359a57
Source dataset
uspto-grants-2010_09
Patent number
US07803801B2

Reaction notes

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