Benzyl Alcohol → 4-Methoxy-1-(phenylmethoxy)-2-(trifluoromethyl)benzene

HRID 1406368ノート

反応式

HRID 1406368 の反応式
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].F[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[C:20]([F:23])([F:22])[F:21]>CN1C(=O)CCC1.O>[CH2:1]([O:8][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[C:20]([F:21])([F:22])[F:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 244Benzyl AlcoholHCID 24758Sodium hydrideHCID 27747764-Fluoro-3-(trifluoromethyl)anisole

生成物 1

HCID 118585814-Methoxy-1-(phenylmethoxy)-2-(trifluoromethyl)benzene

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒2 回

実験手順

18 g (166.67 mmol) of benzylalcohol was slowly added to a solution of 6.7 g (167.50 mmol) of sodium hydride in 148 mL NMP. The reaction mixture was stirred for 30 min at RT, then a solution of 27 g (139.09 mmol) of 1-fluoro-4-methoxy-2-trifluoromethyl-benzene in 515 mL NMP was added, and this was stirred for 30 min at RT and for 2 h at 100° C. After cooling to RT the mixture was diluted with water and extracted with ethyl acetate, the organic phase was washed with saturated sodium chloride solution, dried on sodium sulphate and evaporated down. The residue was purified by chromatography (silica gel, petroleum ether/ethyl acetate).

後処理

  1. stirringthis was stirred for 30 min at RT and for 2 h at 100° C
  2. temperatureAfter cooling to RT the mixture
  3. extractionextracted with ethyl acetate
  4. washthe organic phase was washed with saturated sodium chloride solution
  5. customdried on sodium sulphate
  6. customevaporated down
  7. customThe residue was purified by chromatography (silica gel, petroleum ether/ethyl acetate)

出典と根拠

ORDレコード
ord-2e2f01fdf1fb48b7bbc4af1340067b51
出典データセット
uspto-grants-2014_12
特許番号
US08916589B2

反応ノート

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