Hydrochloric Acid → 5-(3-Methoxypropyl)-2-phenylthiazole-4-carboxylic acid

HRID 453296ノート

反応式

HRID 453296 の反応式
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:7]=1[C:17]([O:19]CC)=[O:18].[Li+].[OH-].Cl>C1COCC1.CO.O.[Cl-].[Na+].O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:7]=1[C:17]([OH:19])=[O:18]

参加物

7

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67425119Ethyl 5-(3-methoxypropyl)-2-phenylthiazole-4-carboxylate

生成物 1

HCID 585519025-(3-Methoxypropyl)-2-phenylthiazole-4-carboxylic acid収率 99.5%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 21899815MeOH tetrahydrofuran溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

Ethyl 5-(3-methoxypropyl)-2-phenylthiazole-4-carboxylate (26.3 g, 76.1 mmol) was dissolved in THF/MeOH (1:1, 300 mL) and a solution of LiOH (3.6 g, 152 mmol) in H2O (75 mL) was added. The reaction was stirred for ˜5 h and the pH adjusted to ˜3 by the addition of 3N HCl. The mixture was poured into brine and extracted with EtOAc. The combined organics were washed with brine, dried (MgSO4) and concentrated to give 5-(3-methoxypropyl)-2-phenylthiazole-4-carboxylic acid (21 g, 99% yield) as a tan solid.

後処理

  1. extractionextracted with EtOAc
  2. washThe combined organics were washed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-ee7bb94fd2774dfeabe41bf8fc3f3bbd
出典データセット
uspto-grants-2013_07
特許番号
US08492401B2

反応ノート

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