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Methanesulfonate → alpha-Cyano-3-phenoxybenzyl 2-(2-benzothienyl)-3-methyl-butanoate

HRID 27926
ノート
印刷プレビュー

反応式

HRID 27926 の反応式
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH:10]([CH:14]([CH3:16])[CH3:15])[C:11]([OH:13])=[O:12].S([O-])(=O)(=O)C.[C:22]([CH:24](O)[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([O:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:26]=1)#[N:23].C(OCC)(=O)C.CCCCCC>C1COCC1.CN(C=O)C.C1COCC1.CCOCC>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH:10]([CH:14]([CH3:16])[CH3:15])[C:11]([O:13][CH:24]([C:22]#[N:23])[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([O:31][C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:26]=1)=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 85257MethanesulfonateHCID 93218Benzeneacetonitrile, alpha-hydroxy-3-phenoxy-, (alphaS)-HCID 21226206Ethyl acetate hexaneHCID 233403922-(1-Benzothiophen-2-yl)-3-methylbutanoic acid

生成物 1

HCID 23340427alpha-Cyano-3-phenoxybenzyl 2-(2-benzothienyl)-3-methyl-butanoate

試薬・触媒・溶媒 3

HCID 3283
Diethyl Ether
溶媒
HCID 8028Tetrahydrofuran溶媒
HCID 21974620tetrahydrofuran N,N-dimethylformamide溶媒

実験手順

A mixture of 2-(2-benzothienyl)-3-methylbutanoic acid (0.5 g, 21.4 mmol) and KHCO3 (21.4 mmol) in 10 ml THF/DMF (1:1) is stirred for 10 minutes. Then the mesylate of α-cyano-3-phenoxybenzyl alcohol (0.65 g, 21.4 mmol) in 3 ml THF is added followed by stirring overnight. The mixture is diluted with 100 ml ether, washed with water and saturated NaCl, dried and solvent stripped to yield crude product. The product is isolated using thin layer chromatography developing with 15% ethyl acetate/hexane to give α-cyano-3-phenoxybenzyl 2-(2-benzothienyl)-3-methyl-butanoate, viscous liquid.

後処理

  1. stirringby stirring overnight
  2. washwashed with water and saturated NaCl
  3. customdried
  4. customto yield crude product
  5. customThe product is isolated

出典と根拠

ORDレコード
ord-3e7d6f062fd54e5f8e5ba42178928462
出典データセット
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04224330

反応ノート

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