Methanol → HCID 178501210, compound

HRID 409493

Reaction equation

HRID 409493 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]1.S(Cl)([Cl:13])=O.[CH3:15]O>>[ClH:13].[CH3:15][O:9][C:8]([C@H:5]1[CH2:6][CH2:7][C@H:2]([NH2:1])[CH2:3][CH2:4]1)=[O:10]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178511567HCID 178511567, compound

Product 1

HCID 178501210HCID 178501210, compoundYield 90%

Procedure

To a solution of trans-4-aminocyclohexanecarboxylic acid (20 mmol, 2.86 g) in methanol (20 mL) is added thionyl chloride (24 mmol, 1.76 mL) at 0° C. The mixture is stirred at room temperature for 12 hours then concentrated under reduced pressure. The residue is washed with hexane to obtain 3.5 g (90%) of trans-4-aminocyclohexanecarboxylic acid methyl ester hydrochloride as white solid. ESI-MS m/z: 157 [M+1]+, Retention time 0.77 min (condition B).

Workup

  1. concentrationthen concentrated under reduced pressure
  2. washThe residue is washed with hexane

Sources & evidence

ORD record
ord-98513d89705d46318f30d734b208ca46
Source dataset
uspto-grants-2014_06
Patent number
US08759365B2

Linked notes

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