Tributyrin → 1-(2-Bromophenyl)ethan-1-ol

HRID 1199904

反応式

HRID 1199904 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([OH:10])[CH3:9].O=C(CCC)OCC(OC(=O)CCC)COC(=O)CCC>>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C@@H:8]([OH:10])[CH3:9]

参加物

3

反応物 2

HCID 6050TributyrinHCID 954551-(2-Bromophenyl)ethanol

生成物 1

HCID 69503311-(2-Bromophenyl)ethan-1-ol収率 36.9%

反応条件

温度
35 °C

実験手順

An enzyme (Amano CES, tradename of a lipase made by Amano Seiyaku Company) (10 g), ±-1-(2-bromophenyl)ethanol (7.0 g, 35 mmol) and tributyrin (15.9 g, 52.5 mmol) were placed in a three-necked flask, followed by agitating these materials at 35° C. for 15 days, stopping the reaction, thereafter filtering off the enzyme, concentrating the filtrate and subjecting the concentrate to silica gel chromatography to isolate the respective objective products. As a result, (S)-1-(2-bromophenyl)ethanol ([α]D23.5° C. : -26.3° (C 3.72, CHCl3)) (2.6g) and R-1-(2-bromophenyl)-1'-butanoyloxyethane (25 g) were obtained, followed by hydrolyzing the latter compound to obtain R-1-(2-bromophenyl)ethanol ([α]D23.5° : 30 33.5° (C 3.52, CHCl3)) (1.7 g).

後処理

  1. customwere placed in a three-necked flask
  2. customthe reaction
  3. filtrationfiltering off the enzyme
  4. concentrationconcentrating the filtrate
  5. concentrationconcentrate to silica gel chromatography
  6. customto isolate the respective objective products

出典と根拠

ORDレコード
ord-31efd6e2bdd4451dad884f73a31586a7
出典データセット
uspto-grants-1990_02
特許番号
US04904409

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