Chloromethyl Methyl Ether → 4-(1,1,1,3,3,3-Hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenol

HRID 1690136

반응식

HRID 1690136 반응식
C([C:4]1[CH:9]=[C:8]([C:10]([OH:19])([C:15]([F:18])([F:17])[F:16])[C:11]([F:14])([F:13])[F:12])[CH:7]=[CH:6][C:5]=1CC([O-])=O)CC.C(N(CC)[CH:28]([CH3:30])[CH3:29])(C)C.[CH3:33][O:34][CH2:35]Cl.C(=O)([O-])[O-:38].[K+].[K+]>ClCCl.O.CO>[F:13][C:11]([F:14])([F:12])[C:10]([C:8]1[CH:7]=[CH:6][C:5]([OH:38])=[C:4]([CH2:30][CH2:28][CH3:29])[CH:9]=1)([O:19][CH2:33][O:34][CH3:35])[C:15]([F:16])([F:18])[F:17]

참가 물질

8

반응물 4

HCID 7864Chloromethyl Methyl EtherHCID 11430Potassium CarbonateHCID 81531DiisopropylethylamineHCID 86639401HCID 86639401, 화합물

생성물 1

HCID 592010374-(1,1,1,3,3,3-Hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenol수율 79%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

2-Propyl-4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenylacetate (13.67 g, 39.7 mmol) in dichloromethane (160 mL) was added with N,N-diisopropylethylamine (27.6 mL) and then with chloromethyl methyl ether (6.0 mL). The resultant mixture was stirred at 40° C. for 18 hours, added with methanol at room temperature (20 mL), stirred for 1.5 hours, then added with potassium carbonate (11 g, 39.7 mmol), and stirred overnight. The reaction solution was added with water and extracted with ethyl acetate. The organic layer was washed with brine, dried using anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane/ethyl acetate) and the title compound (10.87 g, yield 79%) was obtained as a pale yellow oil.

후처리

  1. stirringstirred overnight
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe obtained residue was purified

출처 및 근거

ORD 기록
ord-17e0dc7d6b3d4382a6b861997b29a704
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153634B2

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