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Water → 2-(4-Hydroxybutyl)-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole

HRID 65031
ノート
印刷プレビュー

反応式

HRID 65031 の反応式
C[O:2][C:3]([CH2:5][CH2:6][CH2:7][C:8]1[S:9][C:10]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[N:12]=1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[OH:2][CH2:3][CH2:5][CH2:6][CH2:7][C:8]1[S:9][C:10]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[C:11]([C:13]2[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)[N:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 202350322-(3-Methoxycarbonylpropyl)-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazoleHCID 21226445Aluminium lithium hydride

生成物 1

HCID 202350252-(4-Hydroxybutyl)-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole収率 81%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

In 10 ml of tetrahydrofuran was dissolved 770 mg of 2-(3-methoxycarbonylpropyl)-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole prepared by example 4, which was then cooled with ice. To the solution was added little by little 100 mg of lithium aluminium hydride, which was stirred for one hour. To the mixture was added water, which was subjected to extraction with ethyl acetate. The organic layer was washed with water, dried and concentrated, followed by purifying by means of a silica-gel chromatography [chloroform-methanol (9:1)] to yield 576 mg (81%) of 2-(4-hydroxybutyl)-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole as an oily substance.

後処理

  1. temperaturewas then cooled with ice
  2. extractionwas subjected to extraction with ethyl acetate
  3. washThe organic layer was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customby purifying by means of a silica-gel chromatography [chloroform-methanol (9:1)]

出典と根拠

ORDレコード
ord-cc4cb1a824a34e5bb88ae521579aea3e
出典データセット
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04612321

反応ノート

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