Water → 6,8-difluoro-3-[5-(6-fluoro-3-pentylchroman-7-yl)-1,3-dioxan-2-yl]-2H-chromene

HRID 2420643ノート

反応式

HRID 2420643 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH:12]([CH2:15][OH:16])[CH2:13][OH:14])[O:8][CH2:7][CH:6]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:5]2.[F:22][C:23]1[CH:24]=[C:25]2[C:30](=[C:31]([F:33])[CH:32]=1)[O:29][CH2:28][C:27]([CH:34]=O)=[CH:26]2.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>ClCCl>[F:22][C:23]1[CH:24]=[C:25]2[C:30](=[C:31]([F:33])[CH:32]=1)[O:29][CH2:28][C:27]([CH:34]1[O:16][CH2:15][CH:12]([C:11]3[CH:10]=[C:9]4[C:4]([CH2:5][CH:6]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:7][O:8]4)=[CH:3][C:2]=3[F:1])[CH2:13][O:14]1)=[CH:26]2

参加物

6

反応物 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 592883552-(6-Fluoro-3-pentylchroman-7-yl)propane-1,3-diolHCID 592883586,8-difluoro-2H-chromene-3-carbaldehyde

生成物 1

HCID 592883496,8-difluoro-3-[5-(6-fluoro-3-pentylchroman-7-yl)-1,3-dioxan-2-yl]-2H-chromene

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1.30 g (4.39 mmol) of 2-(6-fluoro-3-pentylchroman-7-yl)propane-1,3-diol and 900 mg (4.59 mmol) of 6,8-difluoro-2H-chromene-3-carbaldehyde are dissolved in 50 ml of dichloromethane and heated under reflux on a water separator for 5 h in the presence of 50 mg of p-toluenesulfonic acid. The solution is subsequently washed with sat. sodium hydrogencarbonate soln. and dried over sodium sulfate. The solvent is removed in vacuo, and the residue is recrystallised from heptane/toluene, giving 6,8-difluoro-3-[5-(6-fluoro-3-pentylchroman-7-yl)-1,3-dioxan-2-yl]-2H-chromene (trans:cis=80:20) as a colourless solid.

後処理

  1. temperatureheated
  2. washThe solution is subsequently washed with sat. sodium hydrogencarbonate soln
  3. dry with materialand dried over sodium sulfate
  4. customThe solvent is removed in vacuo
  5. customthe residue is recrystallised from heptane/toluene

出典と根拠

ORDレコード
ord-2ecfa3fc07e24b36aac9080ee5a67193
出典データセット
uspto-grants-2011_06
特許番号
US07955664B2

反応ノート

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