Diisobutylaluminumhydride → 2-[5-(4-Chlorophenyl)-2-(trifluoromethyl)-3-furyl]ethanol

HRID 9661노트

반응식

HRID 9661 반응식
[H-].C([Al+]CC(C)C)C(C)C.C[O:12][C:13](=O)[CH2:14][C:15]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)[O:17][C:16]=1[C:27]([F:30])([F:29])[F:28]>C1(C)C=CC=CC=1.O1CCCC1>[Cl:26][C:23]1[CH:22]=[CH:21][C:20]([C:18]2[O:17][C:16]([C:27]([F:28])([F:29])[F:30])=[C:15]([CH2:14][CH2:13][OH:12])[CH:19]=2)=[CH:25][CH:24]=1

참가 물질

5

반응물 2

HCID 21225700DiisobutylaluminumhydrideHCID 21986299Methyl[5-(4-chlorophenyl)-2-(trifluoromethyl)-3-furyl]acetate2회

생성물 1

HCID 219864132-[5-(4-Chlorophenyl)-2-(trifluoromethyl)-3-furyl]ethanol

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매

실험 절차

1.5 M Diisobutylaluminium hydride in toluene (0.8 ml) was added to a solution of methyl[5-(4-chlorophenyl)-2-(trifluoromethyl)-3-furyl]acetate (intermediate 86, 0.10 g) in tetrahydrofuran (5 ml) at 0° C. under nitrogen. The solution was allowed to stir thus for 2.5 hours then was quenched with methanol and allowed to warm to room temperature. Silica was added and the solvent was removed in vacuo. The crude product was purified using SPE (silica cartridge): the product was eluted using cyclohexane:ethyl acetate (5:1) and concentrated to form a colourless oil.

후처리

  1. customthen was quenched with methanol
  2. additionSilica was added
  3. customthe solvent was removed in vacuo
  4. customThe crude product was purified
  5. washthe product was eluted
  6. concentrationconcentrated
  7. customto form a colourless oil

출처 및 근거

ORD 기록
ord-35fbf77d81c9458bb2baceb830e52f52
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091237B2

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