Benzyl Chloride → 3-Benzyloxy-4-hydroxybenzaldehyde

HRID 1356216

反応式

HRID 1356216 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[O:6].[H-].[Na+].[CH2:13](Cl)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C=O)C>[CH2:13]([O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[O:6])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 87683,4-DihydroxybenzaldehydeHCID 24758Sodium hydride

生成物 1

HCID 110206353-Benzyloxy-4-hydroxybenzaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

3,4-Dihydroxybenzaldehyde (30.2 g, 219 mmol) is dissolved in DMF (300 mL) and added to a suspension of NaH (60% oil, 17.2 g, 430 mmol) in DMF (500 mL) at RT. The mixture is stirred for 30 minutes and benzyl chloride (17.3 mL, 150 mmol) is added at 0° C. The reaction is stirred overnight. The solvent is removed by evaporation and the residue is dissolved in water (500 mL). The mixture is extracted three times with CH2Cl2. The aqueous layer is acidified with HOAC (100 mL). The product is precipitated and filtered, washed with water to provide 3-benzyloxy-4-hydroxybenzaldehyde.

後処理

  1. stirringThe reaction is stirred overnight
  2. customThe solvent is removed by evaporation
  3. dissolutionthe residue is dissolved in water (500 mL)
  4. extractionThe mixture is extracted three times with CH2Cl2
  5. customThe product is precipitated
  6. filtrationfiltered
  7. washwashed with water

出典と根拠

ORDレコード
ord-0fc36350b4254cfa8b2324171dd7f381
出典データセット
uspto-grants-2003_07
特許番号
US06586467B2

関連ノート

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