Water → tert-Butyl 2-[3-(Allyloxycarbonylmethyl)phenoxy]-2-methylpropionate

HRID 480707노트

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HRID 480707 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Br[C:22]([CH3:31])([CH3:30])[C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24].O>CN(C)C=O>[CH2:12]([O:11][C:9]([CH2:8][C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[O:1][C:22]([CH3:31])([CH3:30])[C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[O:10])[CH:13]=[CH2:14]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 90290tert-Butyl 2-bromo-2-methylpropionateHCID 18766560Allyl 3-hydroxyphenylacetate

생성물 1

HCID 18766493tert-Butyl 2-[3-(Allyloxycarbonylmethyl)phenoxy]-2-methylpropionate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

Allyl 3-hydroxyphenylacetate (7.63 g, 50.10 mmol), potassium carbonate (13.85 g, 100.3 mmol), and tert-butyl 2-bromoisobutyrate (30.37 g, 100.3 mmol) were dissolved in dimethylformamide (9 mL), and the mixture was stirred for 13 hours at 80° C. The reaction mixture was added to water, and the resultant mixture was extracted with diethyl ether, followed by washing sequentially with water and saturated brine. The mixture was subjected to drying over magnesium sulfate, concentration under reduced pressure, and purification by silica gel column chromatography (n-hexane/ethyl acetate=20/1), whereby the target compound was obtained (3.55 g, 10.62 mmol, 21.2%).

후처리

  1. extractionthe resultant mixture was extracted with diethyl ether
  2. washby washing sequentially with water and saturated brine
  3. dry with materialto drying over magnesium sulfate, concentration under reduced pressure, and purification by silica gel column chromatography (n-hexane/ethyl acetate=20/1), whereby the target compound
  4. customwas obtained (3.55 g, 10.62 mmol, 21.2%)

출처 및 근거

ORD 기록
ord-2fd2fdc7173b476bb8e81673fd6cff8c
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06653334B1

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