Phosphorus tribromide → 1-Bromo-6,6-dimethylhept-2-en-4-yne

HRID 851162ノート

反応式

HRID 851162 の反応式
P(Br)(Br)[Br:2].[CH3:5][C:6]([CH3:14])([CH3:13])[C:7]#[C:8][CH:9](O)[CH:10]=[CH2:11]>Br>[Br:2][CH2:11][CH:10]=[CH:9][C:8]#[C:7][C:6]([CH3:14])([CH3:13])[CH3:5]

参加物

4

反応物 2

HCID 24614Phosphorus tribromideHCID 109755616,6-Dimethylhept-1-en-4-yn-3-ol

生成物 1

HCID 454895941-Bromo-6,6-dimethylhept-2-en-4-yne

試薬・触媒・溶媒 1

HCID 260Hydrogen Bromide溶媒

実験手順

50 ml 48% HBr and 10 g PBr3 are stirred to homogeneity at 40°. An alcoholic solution of 13.5 g of 6,6-dimethyl-hept-1-en-4-yn-3-ol is then added dropwise at 10° and the resulting mixture stirred at room temperature for 11/2 hours. The reaction mixture is poured onto ice-water and repeatedly extracted with hexane. The organic phase is separated, washed repeatedly with aqueous NaCl, dried and concentrated on a rotary evaporator. NMR spectroscopy reveals that the resulting oily reaction product comprises a 3:1 mixture of trans- and cis-1-bromo-6,6-dimethyl-hept-2-en-4-yne which is employed directly in further alkylation.

後処理

  1. additionThe reaction mixture is poured onto ice-water
  2. extractionrepeatedly extracted with hexane
  3. customThe organic phase is separated
  4. washwashed repeatedly with aqueous NaCl
  5. customdried
  6. concentrationconcentrated on a rotary evaporator
  7. additiona 3:1 mixture of trans- and cis-1-bromo-6,6-dimethyl-hept-2-en-4-yne which

出典と根拠

ORDレコード
ord-1edd2eeef4db4cc8bcc7d985ae6da391
出典データセット
uspto-grants-1983_05
特許番号
US04382951

反応ノート

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