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

HRID 27926

반응식

HRID 27926 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매HCID 21974620tetrahydrofuran N,N-dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-3e7d6f062fd54e5f8e5ba42178928462
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04224330

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