Tetrahydrofuran → 1-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl methanol

HRID 231838

반응식

HRID 231838 반응식
[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([CH:13]=[O:14])=[C:5]1[C:15]([F:18])([F:17])[F:16])[C:2]#[CH:3].O1CCCC1.[BH4-].[K+]>O>[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([CH2:13][OH:14])=[C:5]1[C:15]([F:18])([F:16])[F:17])[C:2]#[CH:3]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 4192641Potassium borohydrideHCID 200321241-(2-propynyl)-2-trifluoromethyl-3-formyl-(1H)-indol

생성물 1

HCID 223920981-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl methanol수율 100.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

5.54 g of 1-(2-propynyl)-2-trifluoromethyl-3-formyl-(1H)-indol, 120 ml of tetrahydrofuran and 20 ml of water were mixed together at +5° and 2 g of potassium borohydride were added in small fractions. The mixture was concentrated to a small volume by distillation under reduced pressure and ethyl ether was added. The organic phase was washed with salted water and concentrated to dryness by distillation under reduced pressure to obtain 5.6 g of 1-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl methanol melting at 90° C.

후처리

  1. concentrationThe mixture was concentrated to a small volume by distillation under reduced pressure and ethyl ether
  2. additionwas added
  3. washThe organic phase was washed with salted water
  4. concentrationconcentrated to dryness by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-656990a9fdd24678bf66af77d0e0c965
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04849443

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