3-(2-Chloro-4-trifluoromethylphenyl)-2-propyne-1-ol → 3-(2-Chloro-4-trifluoromethylphenyl)-1-propanol

HRID 1093457노트

반응식

HRID 1093457 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[C:12]#[C:13][CH2:14][OH:15]>C1(C)C=CC=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cl-].[Rh]>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:5]=[CH:4][C:3]=1[CH2:12][CH2:13][CH2:14][OH:15]

참가 물질

4

반응물 1

HCID 594079143-(2-Chloro-4-trifluoromethylphenyl)-2-propyne-1-ol

생성물 1

HCID 534039223-(2-Chloro-4-trifluoromethylphenyl)-1-propanol수율 81.2%

시약·촉매·용매 2

HCID 84599Chlorotris(triphenylphosphine)rhodium(I)촉매HCID 1140Toluene용매

반응 조건

온도
65 °C

실험 절차

A suspension of Compound 71-1 (3.05 g) and chlorotris(triphenylphosphine)rhodium(I) (3.00 g) in toluene (80 ml) was stirred under a hydrogen atmosphere at 65° C. for 11 hr. The reaction mixture was concentrated, diisopropyl ether was added and the mixture was filtered through celite. The filtrate was concentrated and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=99:1-70:30) to give the object product (2.52 g) as a brown oil.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additiondiisopropyl ether was added
  3. filtrationthe mixture was filtered through celite
  4. concentrationThe filtrate was concentrated
  5. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=99:1-70:30)

출처 및 근거

ORD 기록
ord-5b29155bd7ea48448563f3e7b4fce619
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129361B2

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