Methanol → HCID 178501119, compound

HRID 2118253Notes

Reaction equation

HRID 2118253 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, compound

Procedure

At −10° C., 2.17 mL (3.57 g, 30 mmol, 3 eq) of thionyl chloride were added to a cooled suspension of 1.57 g (10 mmol) of trans-4-aminomethyl-cyclohexanecarboxylic acid in 20 mL of MeOH. Subsequently the mixture was stirred at RT for 18 h. The solvent was then removed at normal pressure to give 2.07 g (quantitative) of trans-4-aminomethyl-cyclohexanecarboxylic acid methyl ester-hydrochloride as white crystals, MS: 171 (M).

Workup

  1. customThe solvent was then removed at normal pressure

Sources & evidence

ORD record
ord-534ea3df07514c598ca816d8ce867081
Source dataset
uspto-grants-2008_10
Patent number
US07442791B2

Reaction notes

Loading…