Sodium Hydroxide → 4-Methyl-2-(2-phenylthiazol-4-yl)pentanoic acid

HRID 1060741ノート

反応式

HRID 1060741 の反応式
[CH3:1][CH:2]([CH3:21])[CH2:3][CH:4]([C:10]1[N:11]=[C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[S:13][CH:14]=1)[C:5]([O:7]CC)=[O:6].[OH-].[Na+]>CO>[CH3:1][CH:2]([CH3:21])[CH2:3][CH:4]([C:10]1[N:11]=[C:12]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[S:13][CH:14]=1)[C:5]([OH:7])=[O:6]

参加物

4

反応物 2

HCID 14798Sodium Hydroxide2 回HCID 18628735Ethyl 4-methyl-2-(2-phenylthiazol-4-yl)pentanoate

生成物 1

HCID 110766664-Methyl-2-(2-phenylthiazol-4-yl)pentanoic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution comprised of the ethyl 4-methyl-2-(2-phenylthiazol-4-yl)pentanoate in methanol (5 mL) was treated with sodium hydroxide (0.1 gm, 2 mmol). The mixture was stirred for 4 hours, basified with 0.1 M sodium hydroxide solution, washed with ethyl acetate (10 mL), acidified and extracted with ethyl acetate (50 mL). The extract was washed with water, dried (MgSO4) and concentrated. Product was purified from the residue by flash chromatography on silica gel (60° A) with 33% ethyl acetate in hexane as an eluent to provide 4-methyl-2-(2-phenylthiazol-4-yl)pentanoic acid (200 mg, 1.44 mmol). Rf 0.41. 1H NMR (DMSO-d6): 1.01 (m, 6H), 1.61-1.79 (m, 3H), 3.63 (m, 1H), 7.04 (d, 1H), 7.22-7.34 (m, 5H). LCMS: 276.1 (M+H+).

後処理

  1. washwashed with ethyl acetate (10 mL)
  2. extractionextracted with ethyl acetate (50 mL)
  3. washThe extract was washed with water
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customProduct was purified from the residue by flash chromatography on silica gel (60° A) with 33% ethyl acetate in hexane as an eluent

出典と根拠

ORDレコード
ord-aa95c1d0df4d472289e746f25d40dd93
出典データセット
uspto-grants-2003_02
特許番号
US06525036B2

反応ノート

読み込み中…