Methanol → HCID 178501209, compound

HRID 413719Notes

Reaction equation

S(Cl)([Cl:4])(=O)=O.[NH2:6][C@@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([OH:15])=[O:14])[CH2:9][CH2:8]1.[CH3:16]O>>[ClH:4].[NH2:6][C@@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([O:15][CH3:16])=[O:14])[CH2:9][CH2:8]1

Participants

Reactant 3

HCID 887Methanol

HCID 24648Sulfuryl chloride

HCID 178511566HCID 178511566, compound

Product 1

HCID 178501209HCID 178501209, compound

Conditions

Temperature: -10 °C

Procedure

5 cm3 of sulfonyl chloride are added dropwise to 50 cm3 of methanol cooled to −10° C. After stirring for 10 minutes at 20° C., 5.0 g of cis-4-aminocyclohexane-1-carboxylic acid are slowly added in fractions. After stirring for 2 hours at 20° C., the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) at 20° C., to give 7.5 g of methyl cis-4-aminocyclohexane-1-carboxylate hydrochloride, in the form of a white powder.

Workup

stirringAfter stirring for 2 hours at 20° C.
concentrationthe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) at 20° C.

Sources & evidence

ORD record: ord-e6a086d5ab1847c0ad4c5195f834fc99
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06569854B1

Reaction notes

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