1,2,3,4-Tetrahydroisoquinoline → 1-(2-Chlorophenoxy)-4-(1,2,3,4-tetrahydroisoquinolyl)-2-butanol Hydrochloride Hydrate

HRID 64699

반응식

HRID 64699 반응식
[Cl:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[O:4][CH:5](Cl)[CH:6]([OH:9])[CH2:7][CH3:8].[CH2:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18][CH2:17][NH:16]1.O.Cl>C(O)CCC>[OH2:4].[ClH:1].[Cl:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[O:4][CH2:5][CH:6]([OH:9])[CH2:7][CH2:8][CH:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18][CH2:17][NH:16]1

참가 물질

5

반응물 3

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 198402391-(o-Chlorophenoxy)-2-hydroxybutyl chlorideHCID 21885828Hydrate;hydrochloride

생성물 1

HCID 212745811-(2-Chlorophenoxy)-4-(1,2,3,4-tetrahydroisoquinolyl)-2-butanol Hydrochloride Hydrate

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

A mixture of 11.8 g. (0.05 mole) of 1-(2-chlorophenoxy)-2-hydroxybutyl chloride, 13.3 g. (0.1 mole) of 1,2,3,4-tetrahydroisoquinoline and 100 ml. of n-butanol was heated in a steel bomb at 120° C. for 24 hr. The reaction mixture was filtered at room temperature, the filtrate was mixed with 200 ml. 3N hydrochloric acid and extracted twice with 100 ml. isopropyl ether. The aqueous acidic solution was made basic and extracted with isopropyl ether and treated with ethereal hydrogen chloride. Recrystallization with isopropanol yielded 6 g. of the hydrochloride hydrate of the product which melted at 118°-120° C.

후처리

  1. additionA mixture of 11.8 g
  2. filtrationThe reaction mixture was filtered at room temperature
  3. additionthe filtrate was mixed with 200 ml
  4. extraction3N hydrochloric acid and extracted twice with 100 ml
  5. extractionextracted with isopropyl ether
  6. additiontreated with ethereal hydrogen chloride
  7. customRecrystallization with isopropanol
  8. customyielded 6 g

출처 및 근거

ORD 기록
ord-2cd7907767c94e6caa7389cf9b916e6c
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04609735

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