4-Hydroxybiphenyl → 4-Allyloxybiphenyl

HRID 970821ノート

反応式

HRID 970821 の反応式
[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:14](Br)[CH:15]=[CH2:16].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.C(OCC)C>[CH2:16]([O:13][C:10]1[CH:9]=[CH:8][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:12][CH:11]=1)[CH:15]=[CH2:14]

参加物

6

反応物 3

HCID 71034-HydroxybiphenylHCID 7841Allyl bromideHCID 11430Potassium Carbonate

生成物 1

HCID 2579864-Allyloxybiphenyl収率 78.9%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

実験手順

4-Phenylphenol 64 (25.5 g, 0.15 mol), allyl bromide (20.0 g, 0.165 mol) and K2CO3 (41.5 g, 0.15 mol) in 75 ml of dry DMF were stirred at room temperature overnight. The reaction mixture was diluted with 500 ml of diethyl ether and washed with water. The ether layer was washed with brine, dried and concentrated to give a lightly brown solid that was recrystallized from hexane to give 24.9 g of 4-allyloxy-biphenyl 65. Step 2: 3-Allyl-biphenyl-4-ol 66.

後処理

  1. washwashed with water
  2. washThe ether layer was washed with brine
  3. customdried
  4. concentrationconcentrated
  5. customto give a lightly brown solid that
  6. customwas recrystallized from hexane

出典と根拠

ORDレコード
ord-affd9e0597004eeba78b83a85b550baa
出典データセット
uspto-grants-2007_12
特許番号
US07312230B2

反応ノート

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