Sodium Hydroxide → 2-(Hydroxymethyl)thiazole-4-carboxylic acid

HRID 2390541ノート

反応式

HRID 2390541 の反応式
[OH-].[Na+].C([O:9][CH2:10][C:11]1[S:12][CH:13]=[C:14]([C:16]([O:18]CC)=[O:17])[N:15]=1)(=O)C(C)(C)C>O.C1COCC1.CO>[OH:9][CH2:10][C:11]1[S:12][CH:13]=[C:14]([C:16]([OH:18])=[O:17])[N:15]=1

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 67025585Ethyl 2-(pivaloyloxymethyl)thiazole-4-carboxylate

生成物 1

HCID 235881312-(Hydroxymethyl)thiazole-4-carboxylic acid

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of NaOH (1.769 g, 44.23 mmol) in water (20.0 mL) was added to a stirred solution of ethyl 2-(pivaloyloxymethyl)thiazole-4-carboxylate (2.4 g, 8.85 mmol) in a mixture of THF (20 mL) and MeOH (10.0 mL), and the reaction stirred for 72 h. Acidified with 2M HCl (10 mL) and evaporated in vacuo to afford crude 2-(hydroxymethyl)thiazole-4-carboxylic acid as a white solid. Purified by reverse phase chromatography with MeCN/aqTFA as eluent to afford the sub-title compound as a white solid. Yield: 1.4 g

後処理

  1. customAcidified with 2M HCl (10 mL) and evaporated in vacuo
  2. customto afford crude 2-(hydroxymethyl)thiazole-4-carboxylic acid as a white solid
  3. customPurified by reverse phase chromatography with MeCN/aqTFA as eluent

出典と根拠

ORDレコード
ord-650ce7c182f641dcaf2bc198af64f523
出典データセット
uspto-grants-2012_09
特許番号
US08273774B2

反応ノート

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