Hydrochloric Acid → 2-Butyl-4-thiazolecarboxylic acid

HRID 471175ノート

反応式

HRID 471175 の反応式
[OH-].[Li+].[CH2:3]([C:7]1[S:8][CH:9]=[C:10]([C:12]([O:14]CC)=[O:13])[N:11]=1)[CH2:4][CH2:5][CH3:6].Cl>C1COCC1.O>[CH2:3]([C:7]1[S:8][CH:9]=[C:10]([C:12]([OH:14])=[O:13])[N:11]=1)[CH2:4][CH2:5][CH3:6]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67292599Ethyl 2-butyl-1,3-thiazole-4-carboxylate

生成物 1

HCID 140500762-Butyl-4-thiazolecarboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium hydroxide (5.00 g) was added to a stirred mixture of ethyl 2-butylthiazole-4-carboxylate (example 78, step f) (6.50 g) in THF (80 mL) and water (20 mL). After 16 h, concentrated hydrochloric acid (10 mL) was added and the solution concentrated to ˜40 mL. The reaction mixture was partitioned between ethyl acetate and brine. The aqueous layer was extracted three times with ethyl acetate. The combined organic layers were dried over magnesium sulphate, filtered and evaporated in vacuo to give the subtitled compound as an off white solid. Yield 4.6 g.

後処理

  1. concentrationthe solution concentrated to ˜40 mL
  2. customThe reaction mixture was partitioned between ethyl acetate and brine
  3. extractionThe aqueous layer was extracted three times with ethyl acetate
  4. dry with materialThe combined organic layers were dried over magnesium sulphate
  5. filtrationfiltered
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-17e638a012aa4b4fb6b0b39125795901
出典データセット
uspto-grants-2014_01
特許番号
US08629271B2

反応ノート

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