Phosphorus tribromide → Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-4-bromobutyrate

HRID 450896ノート

反応式

HRID 450896 の反応式
[CH3:1][C:2]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:12](O)[CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:9]=[CH:10][CH:11]=1.P(Br)(Br)[Br:27]>O1CCOCC1>[CH3:1][C:2]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:12]([Br:27])[CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:9]=[CH:10][CH:11]=1

参加物

4

反応物 2

HCID 24614Phosphorus tribromideHCID 21964458Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-4-hydroxy-butyrate

生成物 1

HCID 21964551Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-4-bromobutyrate

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

To a solution of Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-4-hydroxy-butyrate (Step D) in dioxane, add phosphorous tribromide in dioxane dropwise. After stirring at room temperature for 16 hours, quench with water and chloroform. After few minutes, the reaction mixture can be neutralized by mild aqueous base, dry organic layer over Na2SO4, filter, concentrate and purify by flash chromatography on silica gel column (EtOAc:hex).

後処理

  1. customquench with water and chloroform
  2. waitAfter few minutes
  3. filtrationfilter
  4. concentrationconcentrate
  5. custompurify by flash chromatography on silica gel column (EtOAc:hex)

出典と根拠

ORDレコード
ord-afc142cce57e4441b6f64a517bf740cd
出典データセット
uspto-grants-2013_07
特許番号
US08487000B2

反応ノート

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