Methanol → HCID 178501209, compound

HRID 1934691Notes

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].[NH2:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([O:10][CH3:15])=[O:9])[CH2:4][CH2:3]1

Participants

Reactant 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 178511566HCID 178511566, compound

Product 1

HCID 178501209HCID 178501209, compound

Conditions

Temperature: 0 °C

Procedure

To a suspension of cis-4-aminocyclohexanecarboxylic acid (1.04 g) in methanol (25 mL) was added thionyl chloride (0.583 mL) under ice-water cooling. The mixture was stirred for an hour at 0° C. and for 17 hours at ambient temperature. After evaporation of the solvent, the residue was triturated with diethyl ether to give methyl cis-4-aminocyclohexanecarboxylate hydrochloride as white powders (1.37 g).

Workup

customAfter evaporation of the solvent
customthe residue was triturated with diethyl ether

Sources & evidence

ORD record: ord-8d2017de6fb74e05bca46ede6561fa2e
Source dataset: uspto-grants-2002_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06384080B1

Reaction notes

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