Methanol → HCID 178501119, compound

HRID 16697Notes

Reaction equation

HRID 16697 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

Trans-4-(aminomethyl)cyclohexanecarboxylic acid (6.29 g) is suspended in methanol (32 ml) and thereto is added dropwise thionyl chloride (6 ml) under ice-cooling. The reaction solution is warmed to room temperature, stirred overnight and concentrated under reduced pressure to dryness to give methyl trans-4-(aminomethyl)-cyclohexanecarboxylate hydrochloride (8.69 g).

Workup

  1. temperaturecooling
  2. concentrationconcentrated under reduced pressure to dryness

Sources & evidence

ORD record
ord-1ece58a6a6974217814a84635ae1586b
Source dataset
uspto-grants-2010_06
Patent number
US07737161B2

Reaction notes

Loading…