Tributylstannane → S(-)-1-(PENTAFLUOROPHENYL)ETHANOL

HRID 2249007ノート

反応式

HRID 2249007 の反応式
Br[CH2:2][C@@H:3]([C:5]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:7]([F:14])[C:6]=1[F:15])[OH:4].BrC(C1C(F)=C(F)C(F)=C(F)C=1F)CO.C([SnH](CCCC)CCCC)CCC>CCCCCC>[F:11][C:10]1[C:5]([C@@H:3]([OH:4])[CH3:2])=[C:6]([F:15])[C:7]([F:14])=[C:8]([F:13])[C:9]=1[F:12]

参加物

5

反応物 3

HCID 5948TributylstannaneHCID 14645957HCID 14645957、化合物HCID 19995411HCID 19995411、化合物

生成物 1

HCID 6993305S(-)-1-(PENTAFLUOROPHENYL)ETHANOL収率 48.7%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

反応条件

温度
60 °C

実験手順

To a solution of 11.26 g of (R)-(-)-2-bromo-1-(pentafluorophenyl)ethanol containing 20% of 2-bromo-2-(pentafluorophenyl)ethanol obtained in Example 7 in 50 ml of hexane, was added 11.4 ml of tributyltin hydride at room temperature. After stirring for eight hours at 60° C., the reaction mixture was concentrated under reduced pressure, purified by silica gel column chromatography and distilled under reduced pressure to give 4.0 g of (S)-(-)-1-(pentafluorophenyl)ethanol having the following physical properties.

後処理

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. custompurified by silica gel column chromatography
  3. distillationdistilled under reduced pressure

出典と根拠

ORDレコード
ord-6cdc958240884f4d8223337fd7b62c25
出典データセット
uspto-grants-1991_08
特許番号
US05041641

反応ノート

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