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Potassium Carbonate → 5-[3,5-Dimethyl-4-(phenylmethoxy)phenoxy]-2,2-dimethylpentanoic acid, methyl ester

HRID 374287
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HRID 374287 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([OH:17])[CH:5]=[C:6]([CH3:16])[C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Br[CH2:19][CH2:20][CH2:21][C:22]([CH3:28])([CH3:27])[C:23]([O:25][CH3:26])=[O:24].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:16][C:6]1[CH:5]=[C:4]([CH:3]=[C:2]([CH3:1])[C:7]=1[O:8][CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[O:17][CH2:19][CH2:20][CH2:21][C:22]([CH3:28])([CH3:27])[C:23]([O:25][CH3:26])=[O:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 13050502Methyl 5-bromo-2,2-dimethylpentanoateHCID 226253934-(Benzyloxy)-3,5-dimethylphenol

생성물 1

HCID 867463865-[3,5-Dimethyl-4-(phenylmethoxy)phenoxy]-2,2-dimethylpentanoic acid, methyl ester수율 112.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 11.3 g (49.6 mmol) of 3,5-dimethyl-4-(phenylmethoxy)phenol (Example G), 13.3 g (1.2×49.6 mmol) of 5-bromo-2,2-dimethylvaleric acid, methyl ester (U.S. Pat. No. 4,665,226) and 8.2 g (1.2×49.6 mmol) of anhydrous potassium carbonate in 300 mL of acetonitrile is stirred at reflux for 18 hours. The reaction flask and inorganic residue are washed with fresh acetonitrile and the solvent is removed. A diethyl ether solution of the residual product is washed with 50 mL of 2N potassium hydroxide solution, brine, dried and evaporated leaving 20.6 g of the product as a pale yellow oil. Distillation through a short path apparatus affords 15.4 g of the title compound; bp 190°-194° C./0.1 mm (230°-240° C).

후처리

  1. temperatureat reflux for 18 hours
  2. washThe reaction flask and inorganic residue are washed with fresh acetonitrile
  3. customthe solvent is removed
  4. washA diethyl ether solution of the residual product is washed with 50 mL of 2N potassium hydroxide solution, brine
  5. customdried
  6. customevaporated

출처 및 근거

ORD 기록
ord-0863481a84ae47ae850818fc29500e7d
출처 데이터셋
uspto-grants-1992_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05166398

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