Benzyl Chloride → 2-(Benzyloxy)-N,N-dimethylbenzamide

HRID 1037660

反応式

HRID 1037660 の反応式
[OH:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([N:6]([CH3:8])[CH3:7])=[O:5].C([O-])([O-])=O.[K+].[K+].[CH2:19](Cl)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C=O)C>[CH2:19]([O:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([N:6]([CH3:8])[CH3:7])=[O:5])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 745002-Hydroxy-N,N-dimethylbenzamide

生成物 1

HCID 130736022-(Benzyloxy)-N,N-dimethylbenzamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In an argon atmosphere, a mixture of 6.55 g (39.7 mmol) of 15, 10.9 g (79.3 mmol) of K2CO3, 1.0 g (5.94 mmol) of KI and 80 mL of anhydrous DMF was stirred for 10 min at room temperature. After that 7.52 g (59.5 mmol) of benzyl chloride was added in one portion. The resulting mixture was stirred for 2 hr at 70° C. and then evaporated to dryness. To the residue, 70 mL of water and 30 mL of dichloromethane were added. The organic layer was separated, and the aqueous layer was washed by 2×50 mL of dichloromethane. The combined organic extract was dried over Na2SO4 and then evaporated to dryness. The residue was washed by 50 mL of cold ether and dried in vacuum. Yield 9.71 g (96%) of a white solid.

後処理

  1. stirringThe resulting mixture was stirred for 2 hr at 70° C.
  2. customevaporated to dryness
  3. additionTo the residue, 70 mL of water and 30 mL of dichloromethane were added
  4. customThe organic layer was separated
  5. washthe aqueous layer was washed by 2×50 mL of dichloromethane
  6. extractionThe combined organic extract
  7. dry with materialwas dried over Na2SO4
  8. customevaporated to dryness
  9. washThe residue was washed by 50 mL of cold ether
  10. customdried in vacuum

出典と根拠

ORDレコード
ord-21dbb1cece184c71aed5c3aeab22a8fa
出典データセット
uspto-grants-2013_10
特許番号
US08546501B2

関連ノート

読み込み中…