Hydrochloric Acid → 2-(Chloromethyl)-1,3-oxazole-5-carboxylic acid

HRID 1469674Notes

Reaction equation

HRID 1469674 reaction equation
C([O:3][C:4]([C:6]1[O:10][C:9]([CH2:11][Cl:12])=[N:8][CH:7]=1)=[O:5])C.[OH-].[Na+].Cl>>[Cl:12][CH2:11][C:9]1[O:10][C:6]([C:4]([OH:5])=[O:3])=[CH:7][N:8]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14475374Ethyl 2-(chloromethyl)-1,3-oxazole-5-carboxylate

Product 1

HCID 194272282-(Chloromethyl)-1,3-oxazole-5-carboxylic acid

Procedure

A mixture of 2-chloromethyl-oxazole-5-carboxylic acid ethyl ester (J. Chromatography B, 674, 167, 1995) (190 mg, 1 mmol) and 1N NaOH (2 mL, 2 mmol) is stirred at room temperature for 3 hours then 1N HCl (2 mL, 2 mmol) is added and the solvent is removed under reduced pressure to give the title compound which is used as is in subsequent reactions.

Workup

  1. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-fabb9cad3cf34decb8fc08f0a6467d2e
Source dataset
uspto-grants-2015_04
Patent number
US09006249B2

Reaction notes

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