Water → [3-(2-Chloro-4-trifluoromethylphenoxymethyl)oxetan-3-yl]-methanol

HRID 535265

反応式

HRID 535265 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][C:7]=1[OH:8].Br[CH2:14][C:15]1([CH2:19][OH:20])[CH2:18][O:17][CH2:16]1.C(=O)([O-])[O-].[Cs+].[Cs+].O>C(#N)C.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([F:10])([F:11])[F:12])[CH:5]=[CH:6][C:7]=1[O:8][CH2:14][C:15]1([CH2:19][OH:20])[CH2:18][O:17][CH2:16]1

参加物

7

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 529264[3-(Bromomethyl)oxetan-3-yl]methanolHCID 27366032-Chloro-4-(trifluoromethyl)phenol

生成物 1

HCID 58031838[3-(2-Chloro-4-trifluoromethylphenoxymethyl)oxetan-3-yl]-methanol

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
110 °C

実験手順

600 mg of 3-chloro-4-hydroxybenzotrifluoride and 829 mg of 3-bromomethyl-3-oxetanemethanol were dissolved in 20 ml of acetonitrile, and 1.49 g of cesium carbonate were added. The reaction mixture was heated to 110° C. and stirred at this temperature for three hours. 50 ml of water and 50 ml of ethyl acetate were added to the cooled reaction mixture. The organic phase was removed, dried over MgSO4 and then concentrated under reduced pressure. The residue was purified on silica gel with the n-heptane/ethyl acetate solvent mixture as a linear gradient of 100% n-heptane=>100% ethyl acetate. This gave 990 mg of [3-(2-chloro-4-trifluoromethylphenoxymethyl)oxetan-3-yl]methanol.

後処理

  1. customThe organic phase was removed
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified on silica gel with the n-heptane/ethyl acetate solvent mixture as a linear gradient of 100% n-heptane=>100% ethyl acetate

出典と根拠

ORDレコード
ord-ee84e78adf8f46ed9d0860a704466fc9
出典データセット
uspto-grants-2014_10
特許番号
US08859494B2

関連ノート

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