4-Methyl-2,3,5,6-tetrafluorobenzyl alcohol → 2,3,5,6-tetrafluoro-4-methylbenzyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate

HRID 1085710

反応式

HRID 1085710 の反応式
[CH3:1][C:2]([C:5]1[N:10]=[CH:9][C:8]([CH:11]([C:17]([CH3:20])([CH3:19])[CH3:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:7][N:6]=1)([CH3:4])[CH3:3].[F:21][C:22]1[C:29]([F:30])=C(C)[C:27]([F:32])=[C:26]([F:33])[C:23]=1[CH2:24]O>[Ti].C1(C)C=CC=CC=1>[CH3:4][C:2]([C:5]1[N:6]=[CH:7][C:8]([CH:11]([C:17]([CH3:19])([CH3:18])[CH3:20])[C:12]([O:14][CH2:15][C:16]2[C:29]([F:30])=[C:22]([F:21])[C:23]([CH3:24])=[C:26]([F:33])[C:27]=2[F:32])=[O:13])=[CH:9][N:10]=1)([CH3:1])[CH3:3]

参加物

5

反応物 2

HCID 27342094-Methyl-2,3,5,6-tetrafluorobenzyl alcoholHCID 14718703ethyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate

生成物 1

HCID 147188642,3,5,6-tetrafluoro-4-methylbenzyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate収率 46.6%

試薬・触媒・溶媒 2

HCID 23963Titanium触媒HCID 1140Toluene溶媒

実験手順

A mixture of ethyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate (0.07 g), 2,3,5,6-tetrafluoro-4-methylbenzyl alcohol (0.1 g), titanium VI ethoxide (catalytic amount) and dry toluene (2 cm3) was heated at the reflux temperature for 10 hours. After cooling, the solvent was evaporated under reduced pressure to leave a brown gum, which was purified by preparative thin layer chromatography on 20 cm×20 cm×0.2 cm silica gel plates, eluting with dichloromethane containing 2% by volume ethyl acetate, to give the title compound (0.05 g) as an oil which solidified on standing.

後処理

  1. temperaturewas heated at the reflux temperature for 10 hours
  2. temperatureAfter cooling
  3. customthe solvent was evaporated under reduced pressure
  4. customto leave a brown gum, which
  5. customwas purified by preparative thin layer chromatography on 20 cm×20 cm×0.2 cm silica gel plates
  6. washeluting with dichloromethane containing 2% by volume ethyl acetate

出典と根拠

ORDレコード
ord-7d942d9956cd44b0ae7d3209adbd847b
出典データセット
uspto-grants-1991_04
特許番号
US05010200

関連ノート

読み込み中…