Dimethylformamide → 4-Bromo-2,2-diphenylbutyric chloride

HRID 279077

反応式

HRID 279077 の反応式
[Br:1][CH2:2][CH2:3][C:4]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5](O)=[O:6].S(Cl)([Cl:22])=O.CN(C)C=O>C(Cl)(Cl)Cl>[Br:1][CH2:2][CH2:3][C:4]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5]([Cl:22])=[O:6]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 27569594-Bromo-2,2-diphenylbutyric acid

生成物 1

HCID 222500664-Bromo-2,2-diphenylbutyric chloride

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

In 5 mL of chloroform was suspended 5.00 g (15.7 mmol) of 4-bromo-2,2-diphenylbutyric acid. Thionyl chloride (10 mL) was then added dropwise at room temperature. To the resulting mixture was added 0.1 mL of dimethylformamide, followed by heating under reflux for 5 hours. After completion of the reaction, the solvent was concentrated under reduced pressure, whereby 4-bromo-2,2-diphenylbutyric chloride was obtained. While stirring under ice cooling, 50 mL of cold methanol was added. The temperature was allowed to rise back to room temperature, and then stirring was conducted for 30 minutes. The residue obtained by concentrating the solvent under reduced pressure was purified by chromatography on a silica gel column, whereby 5.00 g (yield: 95.7%) of methyl 4-bromo-2,2-diphenylbutyrate was obtained.

後処理

  1. temperatureby heating
  2. temperatureunder reflux for 5 hours
  3. customAfter completion of the reaction
  4. concentrationthe solvent was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-249d93f2ca6e439a9e0194fd75c26ef6
出典データセット
uspto-grants-2002_03
特許番号
US06362203B1

関連ノート

読み込み中…