Hydrochloric Acid → (3R)-thiomorpholine-3-carboxylic acid methyl ester hydrochloride

HRID 968517Notes

Reaction equation

HRID 968517 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][S:9][CH2:8][CH2:7][NH:6]1)=[O:4].[ClH:11]>CCOCC.C(O)C>[ClH:11].[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][S:9][CH2:8][CH2:7][NH:6]1)=[O:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12858836(3R)-thiomorpholine-3-carboxylic acid methyl ester

Product 1

HCID 12858835(3R)-thiomorpholine-3-carboxylic acid methyl ester hydrochlorideYield 97.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

10.9 g of (3R)-thiomorpholine-3-carboxylic acid methyl ester was dissolved in 150 mL of ether and 90 mL 14.5% of hydrogen chloride dissolved in ethanol was added dropwise in the above solution to obtain 13.0 g of (3R)-thiomorpholine-3-carboxylic acid methyl ester hydrochloride as a white solid. Yield 97.2%□mp 160-161° C.

Workup

  1. additionwas added dropwise in the above solution

Sources & evidence

ORD record
ord-43df5b0db3a84be49789c6be86763655
Source dataset
uspto-grants-2007_12
Patent number
US07304057B2

Reaction notes

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