Methanol → HCID 178501119, compound

HRID 131272Notes

Reaction equation

HRID 131272 reaction equation
[NH2:1][CH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([C:9]([OH:11])=[O:10])[CH2:5][CH2:4]1.S(Cl)([Cl:14])=O.[CH3:16]O>>[ClH:14].[NH2:1][CH2:2][C@H:3]1[CH2:4][CH2:5][C@H:6]([C:9]([O:11][CH3:16])=[O:10])[CH2:7][CH2:8]1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 178511262HCID 178511262, compound

Product 1

HCID 178501119HCID 178501119, compound

Procedure

To a suspension of trans-4-(aminomethyl)cyclohexanecarboxylic acid (6.29 g) in methanol (32 mL) is added dropwise thionyl chloride (6 mL) under ice-cooling and the mixture is stirred at room temperature overnight. The reaction mixture is concentrated in vacuo to give methyl trans-4-(aminomethyl)cyclohexanecarboxylate hydrochloride (8.69 g). MS (APCI) m/z: 172 [M+H]+

Workup

  1. temperaturecooling
  2. concentrationThe reaction mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-d06a4d57df154cb8ab292fd1cedafbb1
Source dataset
uspto-grants-2008_06
Patent number
US07384952B2

Reaction notes

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