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

HRID 1690136

反応式

HRID 1690136 の反応式
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]

参加物

8

反応物 4

HCID 7864Chloromethyl Methyl EtherHCID 11430Potassium CarbonateHCID 81531DiisopropylethylamineHCID 86639401HCID 86639401、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-17e0dc7d6b3d4382a6b861997b29a704
出典データセット
uspto-grants-2012_04
特許番号
US08153634B2

関連ノート

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