3-(3,4-Dichlorophenyl)prop-2-yn-1-ol → 3-(3,4-Dichlorophenyl)propan-1-ol

HRID 1093367

반응식

HRID 1093367 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]#[C:10][CH2:11][OH:12])[CH:5]=[CH:6][C:7]=1[Cl:8]>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:3]=[C:4]([CH2:9][CH2:10][CH2:11][OH:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

참가 물질

4

반응물 1

HCID 230063813-(3,4-Dichlorophenyl)prop-2-yn-1-ol

생성물 1

HCID 190753133-(3,4-Dichlorophenyl)propan-1-ol수율 86.4%

시약·촉매·용매 2

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

반응 조건

온도
60 °C

실험 절차

A suspension of Compound 38-1 (3.21 g) and chlorotris(triphenylphosphine)rhodium(I) (1.60 g) in toluene (100 ml) was stirred under a hydrogen atmosphere at 60° C. for 10 hr. The reaction mixture was filtered through celite and concentrated. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=98:2-80:20) to give the object product (2.83 g) as a brown oil.

후처리

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationconcentrated
  3. customThe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=98:2-80:20)

출처 및 근거

ORD 기록
ord-23bb74c6e65d4c02803a5c3123203da4
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129361B2

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