Benzyl Bromide → 2-(Benzyloxy)-1-chloro-4-nitrobenzene

HRID 37832

反応式

HRID 37832 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]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:11]=1[OH:19].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([O:19][C:11]1[CH:12]=[C:13]([N+:16]([O-:18])=[O:17])[CH:14]=[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 692642-Chloro-5-nitrophenol

生成物 1

HCID 128819332-(Benzyloxy)-1-chloro-4-nitrobenzene収率 99%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Benzyl bromide (0.6 mL, 5.04 mmol) was added dropwise to a mixture of 2-chloro-5-nitro-phenol (800 mg, 4.61 mmol) and potassium carbonate (1.27 g, 9.22 mmol) in acetone (20 mL) at room temperature and heated at reflux for 2 h. Inorganic salts were filtered off and washed with acetone (20 mL). The combined filtrate and washings were concentrated in vacuo, the resulting residue then being dissolved in ethyl acetate (25 mL) and washed successively with water (2×20 mL), brine (20 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to yield 2-benzyloxy-1-chloro-4-nitro-benzene (1.20 g, 99%) as a cream solid.

後処理

  1. temperatureheated
  2. temperatureat reflux for 2 h
  3. filtrationInorganic salts were filtered off
  4. washwashed with acetone (20 mL)
  5. concentrationThe combined filtrate and washings were concentrated in vacuo
  6. dissolutionthe resulting residue then being dissolved in ethyl acetate (25 mL)
  7. washwashed successively with water (2×20 mL), brine (20 mL)
  8. dry with materialdried over anhydrous sodium sulfate
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c6b6cd300ebe4d5bb2b195e5a8862289
出典データセット
uspto-grants-2013_09
特許番号
US08524705B2

関連ノート

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