Methylparaben → Methyl[4-(3,7-dimethyl-1-octyloxy)]benzoate

HRID 84060

반응식

HRID 84060 반응식
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][CH2:9][CH:10]([CH3:17])[CH2:11][CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15].[OH:18][C:19]1[CH:28]=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:20]=1>CN(C)C=O>[CH3:17][CH:10]([CH2:11][CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[CH2:9][CH2:8][O:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:27][CH:28]=1

참가 물질

5

반응물 3

HCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 1379141-Bromo-3,7-dimethyloctane

생성물 1

HCID 86243292Methyl[4-(3,7-dimethyl-1-octyloxy)]benzoate수율 95.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

Under an argon atmosphere, potassium carbonate (12.5 g, 90.3 mmol) was suspended in anhydrous N,N-dimethylformamide (100 ml), 1-bromo-3,7-dimethyloctane (13.3 g, 60.1 mmol) and methyl (4-hydroxy)benzoate (8.74 g, 57.4 mmol) were added, and the mixture was stirred at 70° C. for 16 hr. The reaction mixture was filtered to remove potassium carbonate. Water (50 ml) was added and the mixture was extracted with hexane (250 ml). The extract was washed successively with 1.0 mol/l aqueous hydrochloric acid solution (100 ml), aqueous sodium hydrogen carbonate solution (100 ml) and saturated brine (100 ml). The obtained organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give the title compound (16.1 g, 95.7%) as a colorless oil.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customto remove potassium carbonate
  3. additionWater (50 ml) was added
  4. extractionthe mixture was extracted with hexane (250 ml)
  5. washThe extract was washed successively with 1.0 mol/l aqueous hydrochloric acid solution (100 ml), aqueous sodium hydrogen carbonate solution (100 ml) and saturated brine (100 ml)
  6. dry with materialThe obtained organic layer was dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-65360ee7852e48328f35d1435f7a53eb
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846885B2

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