Methanol → HCID 178501118, compound

HRID 1483822Notes

Reaction equation

HRID 1483822 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)=O.[CH3:16]O>>[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 178501118HCID 178501118, compoundYield 115%

Procedure

To a solution of trans-4-(aminomethyl)cyclohexanecarboxylic acid (2 g, 12.7 mmol) in MeOH (64 mL) was added dropwise thionyl chloride (0.93 mL, 12.7 mmol) at room temperature. The resulting mixture was stirred at room temperature for 4 h. The mixture was concentrated in vacuo to dryness to give trans-methyl 4-(aminomethyl)cyclohexanecarboxylate (2.5 g, 115%) as HCl salts.

Workup

  1. concentrationThe mixture was concentrated in vacuo to dryness

Sources & evidence

ORD record
ord-4f8c51cc6d0e46e0929de8d0da995fcf
Source dataset
uspto-grants-2016_08
Patent number
US09416132B2

Reaction notes

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