1,3-Dibromopropane → 2-[4-(3-Bromopropoxy)phenyl]ethanol

HRID 900014ノート

反応式

HRID 900014 の反応式
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Br:17][CH2:18][CH2:19][CH2:20]Br>C(#N)C>[Br:17][CH2:18][CH2:19][CH2:20][O:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][OH:8])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 80011,3-DibromopropaneHCID 10393TyrosolHCID 11430Potassium Carbonate

生成物 1

HCID 218806552-[4-(3-Bromopropoxy)phenyl]ethanol収率 77.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
70 °C

実験手順

To a solution of 4-hydroxyphenethyl alcohol (4.37 g, 31.0 mmol) and potassium carbonate (6.55 g, 47.0 mmol) in acetonitrile (62.0 mL) was added 1,3 dibromopropane (31.0 mL, 316 mmol). The reaction mixture was heated to 70° C. for 12 hours and then cooled to room temperature, filtered and concentrated under vacuum. The resulting oil was purified by silica gel chromatography using a mixture of 4:1 hexanes and ethyl acetate to give the title compound (6.21 g) as a white solid.

後処理

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. concentrationconcentrated under vacuum
  4. customThe resulting oil was purified by silica gel chromatography
  5. additiona mixture of 4:1 hexanes and ethyl acetate

出典と根拠

ORDレコード
ord-09cb8442f73e4bc588acacae14012f2b
出典データセット
uspto-grants-2008_04
特許番号
US07355046B2

反応ノート

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