Allyl bromide → 4-Allyloxy-3-allylbenzoic acid methyl ester

HRID 1492601

반응식

HRID 1492601 반응식
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH2:12][CH:13]=[CH2:14].C(=O)([O-])[O-].[K+].[K+].[CH2:21](Br)[CH:22]=[CH2:23]>CC(C)=O>[CH2:12]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[O:1][CH2:23][CH:22]=[CH2:21])[C:6]([O:8][CH3:9])=[O:7])[CH:13]=[CH2:14]

참가 물질

5

반응물 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 939882Methyl 3-allyl-4-hydroxybenzoate

생성물 1

HCID 112417484-Allyloxy-3-allylbenzoic acid methyl ester수율 87%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A solution of 3.04 g (15.8 mmol) of methyl 4-hydroxy-3-propenylbenzoate (Example 7, Step B) was refluxed with anhydrous potassium carbonate (4.37 g, 2 equiv) and allyl bromide (3.5 mL. 2.5 equiv) in acetone overnight. The mixture was filtered through celite and the filter cake was washed with more acetone and dichloromethane. After removing the solvents, the resulting oil was distilled under high vacuum to give 3.2 g (87%) of the title compound.

후처리

  1. filtrationThe mixture was filtered through celite
  2. washthe filter cake was washed with more acetone and dichloromethane
  3. customAfter removing the solvents
  4. distillationthe resulting oil was distilled under high vacuum

출처 및 근거

ORD 기록
ord-a9313012b2f845a988c69a43cfbde043
출처 데이터셋
uspto-grants-1994_12
특허 번호
US05374638

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