Sodium Hydroxide → 2-N-Boc-Amino-Thiazole-5-Carboxylic Acid

HRID 1874006ノート

反応式

HRID 1874006 の反応式
[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][C:11]([C:14]([O:16]CC)=[O:15])=[CH:12][N:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][C:11]([C:14]([OH:16])=[O:15])=[CH:12][N:13]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 7213140Ethyl 2-((tert-butoxy(hydroxy)methylidene)amino)-1,3-thiazole-5-carboxylate

生成物 1

HCID 222714422-N-Boc-Amino-Thiazole-5-Carboxylic Acid収率 101%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a vigorously stirred suspension of ethyl 2-(tert-butoxycarbonylamino)thiazole-5-carboxylate (4.2 g, 15 mmol) in methanol (11 mL) was added 2 M aqueous solution of NaOH (22 mL, 44.0 mmol). The suspension was stirred at room temperature overnight. The mixture was concentrated in vacuo to remove methanol. The residual aqueous suspension was acidified with 6 N aqueous solution of HCl to pH ˜1-2. The mixture was stirred and occasionally sonicated for 1 hr. The solid was filtered, washed with water, and dried to give 2-(tert-butoxycarbonylamino)thiazole-5-carboxylic acid (3.7 g, 100% yield) as a white solid. MS found: (M+H-Boc)+=145.

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. customto remove methanol
  3. stirringThe mixture was stirred
  4. customoccasionally sonicated for 1 hr
  5. filtrationThe solid was filtered
  6. washwashed with water
  7. customdried

出典と根拠

ORDレコード
ord-09a7564e41b348dd8398446661c3ba65
出典データセット
uspto-grants-2012_11
特許番号
US08304539B2

反応ノート

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