Boron tribromide → 2-(3-hydroxyphenyl)benzoic Acid

HRID 278167ノート

反応式

HRID 278167 の反応式
C[O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([OH:13])=[O:12])[CH:6]=[CH:7][CH:8]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([OH:13])=[O:12])[CH:6]=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 27595492-(3-methoxyphenyl)benzoic Acid

生成物 1

HCID 27593002-(3-hydroxyphenyl)benzoic Acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-78 °C

実験手順

2-(3-Methoxyphenyl)benzoic acid from Step B (6.53 g, 28.6 mmol) was dissolved in dry CH2Cl2 (100 mL) under argon and cooled to −78° C. Boron tribromide (62.9 mL of a 1.0 M solution in CH2Cl2, 62.9 mmol) was added dropwise and the solution was stirred overnight and allowed to warm slowly to ambient temperature. The resulting mixture was cooled in an ice bath and quenched carefully with water (200 mL), then extracted with CH2Cl2 (3×250 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure to give the titled product which was sufficiently pure for use in the next step.

後処理

  1. temperatureto warm slowly to ambient temperature
  2. temperatureThe resulting mixture was cooled in an ice bath
  3. customquenched carefully with water (200 mL)
  4. extractionextracted with CH2Cl2 (3×250 mL)
  5. dry with materialThe combined organic extracts were dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-1998b0214d95455ea5bf5ae5fac151e2
出典データセット
uspto-grants-2002_03
特許番号
US06358985B1

反応ノート

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