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

HRID 2420643노트

반응식

HRID 2420643 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2ecfa3fc07e24b36aac9080ee5a67193
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07955664B2

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