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

HRID 2384097Notes

Reaction equation

HRID 2384097 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-a80e3657e7d742c7a46dd5ee6a85bb48
Source dataset
uspto-grants-2012_09
Patent number
US08263629B2

Reaction notes

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