Benzyl Bromide → 2-(Benzyloxy)-1,3-dichloro-5-nitrobenzene

HRID 883816

反応式

HRID 883816 の反応式
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[C:12]([Cl:19])[C:11]=1[OH:20].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([O:20][C:11]1[C:12]([Cl:19])=[CH:13][C:14]([N+:16]([O-:18])=[O:17])=[CH:15][C:10]=1[Cl:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 120662,6-Dichloro-4-nitrophenol

生成物 1

HCID 595097642-(Benzyloxy)-1,3-dichloro-5-nitrobenzene収率 99%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
75 °C

実験手順

Benzyl bromide (17.25 mL, 144 mmol) was added to a stirring solution of 2,6-dichloro-4-nitrophenol (5 g, 24 mmol) and potassium carbonate (13.3 g, 96 mmol) in acetone (30 mL). The mixture was heated to 75° C. for 12 h before being cooled to room temperature and poured into ice-water (100 mL). The mixture was extracted with chloroform (200 mL), washed with brine (100 mL) and the combined organic layers were dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (9:1, hexane/dichloromethane) to afford 2-(benzyloxy)-1,3-dichloro-5-nitrobenzene as a white solid (99% yield).

後処理

  1. temperaturebefore being cooled to room temperature
  2. extractionThe mixture was extracted with chloroform (200 mL)
  3. washwashed with brine (100 mL)
  4. dry with materialthe combined organic layers were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by column chromatography (9:1, hexane/dichloromethane)

出典と根拠

ORDレコード
ord-adf458a830bd4170b2b9a7d04b267dfc
出典データセット
uspto-grants-2012_08
特許番号
US08236984B2

関連ノート

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