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

HRID 1037660

반응식

HRID 1037660 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-21dbb1cece184c71aed5c3aeab22a8fa
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546501B2

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