Acetone → Ethyl 4-benzyloxy-3-methoxyphenylacetate

HRID 467034

반응식

HRID 467034 반응식
C([CH:3]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([O:14][CH3:15])[CH:8]=1)[C:4]([OH:6])=[O:5])C.C(=O)([O-])[O-].[K+].[K+].[CH2:22](Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[CH3:30][C:31](C)=O>>[CH2:22]([O:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:3][C:4]([O:6][CH2:30][CH3:31])=[O:5])=[CH:8][C:9]=1[O:14][CH3:15])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

참가 물질

5

반응물 4

HCID 180AcetoneHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 198130682-(4-Hydroxy-3-methoxyphenyl)butanoic acid

생성물 1

HCID 13891550Ethyl 4-benzyloxy-3-methoxyphenylacetate

실험 절차

To a solution of ethyl 4-hydroxy-3-methoxyphenylacetic acid (25 g, 120 mmol), commercially available from Aldrich Chemical Company, in acetone (150 mL) was added potassium carbonate (50 g, 360 mmol) followed by benzyl bromide (23 g, 130 mmol). The reaction mixture was stirred at ambient temperature for 15 hours and then was concentrated under reduced pressure. The residue was partitioned between 500 mL of water and 500 mL of diethyl ether. The aqueous layer was extracted with 300 mL of diethyl ether and the combined organic layers were dried over anhydrous magnesium sulfate, filtered and concentrated to give 32 g of the title compound as a yellow solid. The product was carried on to the next step without purification.

후처리

  1. concentrationwas concentrated under reduced pressure
  2. customThe residue was partitioned between 500 mL of water and 500 mL of diethyl ether
  3. extractionThe aqueous layer was extracted with 300 mL of diethyl ether
  4. dry with materialthe combined organic layers were dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1cc26dfe7dde465da6151ad42a15f49f
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05158948

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