Iodoethane → (RS)-[3-(tert-butyl-diphenyl-silanyloxy)-2,6-difluoro-phenyl]-ethoxy-acetic acid ethyl ester

HRID 1247380

反応式

HRID 1247380 の反応式
[CH2:1]([O:3][C:4](=[O:33])[CH:5]([C:7]1[C:12]([F:13])=[CH:11][CH:10]=[C:9]([O:14][Si:15]([C:28]([CH3:31])([CH3:30])[CH3:29])([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:8]=1[F:32])[OH:6])[CH3:2].I[CH2:35][CH3:36]>>[CH2:1]([O:3][C:4](=[O:33])[CH:5]([C:7]1[C:12]([F:13])=[CH:11][CH:10]=[C:9]([O:14][Si:15]([C:28]([CH3:29])([CH3:31])[CH3:30])([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:8]=1[F:32])[O:6][CH2:35][CH3:36])[CH3:2]

参加物

3

反応物 2

HCID 6340IodoethaneHCID 69290212(RS)-[3-(tert-butyl-diphenyl-silanyloxy)-2,6-difluoro-phenyl]-hydroxy-acetic acid ethyl ester

生成物 1

HCID 69290209(RS)-[3-(tert-butyl-diphenyl-silanyloxy)-2,6-difluoro-phenyl]-ethoxy-acetic acid ethyl ester収率 83.3%

反応条件

温度
90 °C

実験手順

A mixture of (RS)-[3-(tert-butyl-diphenyl-silanyloxy)-2,6-difluoro-phenyl]-hydroxy-acetic acid ethyl ester (70.8 g), Ag2O (69.7 g) and iodoethane (117 g) in Tol (700 ml) was stirred 68 h at 90° C. After filtration and evaporation of the solvent the product was separated from the remaining starting material by MPLC (Hept to Hept/AcOEt 1:9). The procedure was repeated with the recovered starting material. 62.5 g (83%) of (RS)-[3-(tert-butyl-diphenyl-silanyloxy)-2,6-difluoro-phenyl]-ethoxy-acetic acid ethyl ester were obtained. Light yellow oil. MS 498.3 (1, M+); 441.1 (73, [M−tBu]+); 425.2 (33, [M-COOEt]+).

後処理

  1. filtrationAfter filtration and evaporation of the solvent the product
  2. customwas separated from the

出典と根拠

ORDレコード
ord-0f72e080d73e4c0fb337ce947f015653
出典データセット
uspto-grants-2006_10
特許番号
US07129238B2

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