Benzyl Bromide → Benzyl 3-benzyloxy-2-nitrobenzoate

HRID 219435

반응식

HRID 219435 반응식
[OH:1][C:2]1[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:14]([O:1][C:2]1[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([O:7][CH2:5][C:4]1[CH:8]=[CH:9][CH:10]=[CH:2][CH:3]=1)=[O:6])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 2932913-Hydroxy-2-nitrobenzoic acid

생성물 1

HCID 10594871Benzyl 3-benzyloxy-2-nitrobenzoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

3-Hydroxy-2-nitrobenzoic acid (10.5 g) was dissolved in 60 ml of N,N-dimethylformamide, then 15 ml of benzyl bromide and 19.0 g of potassium carbonate were added at 0° C. and the mixture was stirred for one night at room temperature. The reaction solution was filtered through Celite and concentrated in vacuo. Water was added to the resulting residue and the mixture was extracted with ether, washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo to give 20.7 g of benzyl 3-benzyloxy-2-nitrobenzoate.

후처리

  1. filtrationThe reaction solution was filtered through Celite
  2. concentrationconcentrated in vacuo
  3. additionWater was added to the resulting residue
  4. extractionthe mixture was extracted with ether
  5. washwashed with a saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-4fe582c0320b4431a61a25da457dc5f1
출처 데이터셋
uspto-grants-2012_06
특허 번호
USRE043481E1

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