4-Bromophenol → 1-Bromo-4-{[(3S)-3,7-dimethyloct-6-en-1-yl]oxy}benzene

HRID 915501ノート

反応式

HRID 915501 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH2:9](Br)[CH2:10][C@H:11]([CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])[CH3:12].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][C@@H:11]([CH3:12])[CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 78084-BromophenolHCID 11430Potassium CarbonateHCID 10900106(S)-(+)-Citronellyl bromide

生成物 1

HCID 693802941-Bromo-4-{[(3S)-3,7-dimethyloct-6-en-1-yl]oxy}benzene収率 590.9%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

A mixture of 4-bromophenol (34.6 g, 0.20 mol), (S)-(+)-citronellyl bromide (50 g, 0.023 mol) and potassium carbonate (45 g, 0.33 mol) in butanone (500 cm3) was heated under reflux overnight. The cooled reaction mixture was filtered and the filtrate concentrated under reduced pressure. The crude product was purified by fractional distillation to yield 42.3 g (68.2%) of the desired product.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux overnight
  3. customThe cooled reaction mixture
  4. filtrationwas filtered
  5. concentrationthe filtrate concentrated under reduced pressure
  6. distillationThe crude product was purified by fractional distillation

出典と根拠

ORDレコード
ord-10e3b97bc0a44d04b2c21c83c09c4f3a
出典データセット
uspto-grants-2007_09
特許番号
US07265163B2

反応ノート

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