Dichloromethane → 1,2,3,4-Tetrahydro-6-hydroxy-7-methoxy-2-propionyl-isoquinoline

HRID 597204노트

반응식

HRID 597204 반응식
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].Cl.[OH:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[CH2:14][NH:13][CH2:12][CH2:11]2.C(=O)([O-])[O-].[K+].[K+].C(Cl)Cl>O>[OH:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[CH2:14][N:13]([C:1](=[O:4])[CH2:2][CH3:3])[CH2:12][CH2:11]2

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 62324Propionyl chlorideHCID 241893971,2,3,4-Tetrahydro-6-hydroxy-7-methoxy-isoquinoline-hydrochloride

생성물 1

HCID 214470131,2,3,4-Tetrahydro-6-hydroxy-7-methoxy-2-propionyl-isoquinoline수율 69.9%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

55.5 g of propionyl chloride are added dropwise at room temperature over a period of one hour to a mixture of 86.3 g of 1,2,3,4-tetrahydro-6-hydroxy-7-methoxy-isoquinoline-hydrochloride, 138,2 g of potassium carbonate, 600 ml of methylene chloride, and 480 ml of water. The mixture is stirred for an additional 18 hours, the organic phase is separated, and the aqueous phase is extracted twice with methylene chloride. The methylene chloride extracts are dried and evaporated. 65.8 g of 1,2,3,4-tetrahydro-6-hydroxy-7-methoxy-2-propionyl-isoquinoline are obtained. m.p. = 116° - 118° C. (ethyl acetate - diisopropyl ether).

후처리

  1. customthe organic phase is separated
  2. extractionthe aqueous phase is extracted twice with methylene chloride
  3. dry with materialThe methylene chloride extracts are dried
  4. customevaporated

출처 및 근거

ORD 기록
ord-ddd7d265e0c144028128f0ea2938ee32
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04013663

반응 노트

불러오는 중…