Acetic Acid → 3-Chloro-1-phenylisoquinoline-4-carbaldehyde

HRID 443546노트

반응식

HRID 443546 반응식
[H-].C([Al+]CC(C)C)C(C)C.[Cl:11][C:12]1[N:13]=[C:14]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:15]2[C:20]([C:21]=1[C:22]#N)=[CH:19][CH:18]=[CH:17][CH:16]=2.C(O)(=[O:32])C.O>C1(C)C=CC=CC=1>[Cl:11][C:12]1[N:13]=[C:14]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:15]2[C:20]([C:21]=1[CH:22]=[O:32])=[CH:19][CH:18]=[CH:17][CH:16]=2

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 962WaterHCID 14567253HCID 14567253, 화합물HCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 145672483-Chloro-1-phenylisoquinoline-4-carbaldehyde

시약·촉매·용매 1

HCID 1140Toluene용매2회

반응 조건

온도
0 °C

실험 절차

In an atmosphere of argon and at -5° C. 10.7 ml of a 20% diisobutylaluminum hydride solution in toluene are slowly added dropwise to 2.64 g of 3-chloro-4-cyano-1-phenyl-isoquinoline in 150 ml of absolute toluene. The mixture is stirred for 10 minutes at 0° C. and then hydrolized with a small amount of glacial acetic acid until the reaction is weakly acid. Next, water is added and the toluene phase is separated. The organic phase is washed successively with saturated sodium bicarbonate solution and with water, dried and the solvent is removed under reduced pressure. The residue is rubbed with ether and recrystallized from ethyl acetate.

후처리

  1. customat -5° C
  2. customthe toluene phase is separated
  3. washThe organic phase is washed successively with saturated sodium bicarbonate solution and with water
  4. customdried
  5. customthe solvent is removed under reduced pressure
  6. customrecrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-37eb4c15d3c345d0ab3b70f99e69a031
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04260763

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