1-Iodopropane → HCID 54239688, 화합물

HRID 54509노트

반응식

HRID 54509 반응식
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[C@@H:6]3[C@@H:11]([CH2:12][CH2:13][C:4]=2[CH:3]=1)[NH:10][C:9](=[O:14])[CH2:8][CH2:7]3.[CH2:17](I)[CH2:18][CH3:19]>C1COCC1.[OH-].[Na+]>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[C@@H:6]3[C@@H:11]([CH2:12][CH2:13][C:4]=2[CH:3]=1)[N:10]([CH2:17][CH2:18][CH3:19])[C:9](=[O:14])[CH2:8][CH2:7]3

참가 물질

5

반응물 2

HCID 336431-IodopropaneHCID 100599928-Chloro-1,4,4a,5,6,10b-hexahydro-2H-benzo[f]quinolin-3-one

생성물 1

HCID 54239688HCID 54239688, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 14798Sodium Hydroxide용매

실험 절차

A 2.35 g portion of (4aR)-(10bR)-8-chloro-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one was slurried in 40 mL of THF and 5 mL of 50% aqueous sodium hydroxide, and 3.4 g of propyl iodide was added. The mixture was heated to about 60°, and the mixture was stirred at that temperature for about 22 hours. Workup was carried out by separating the organic layer and evaporating it to dryness, and adding water and ethyl acetate. The organic layer was separated, washed twice with water, dried, filtered and evaporated under vacuum to obtain 710 mg of white crystalline product, found to be of about 90% purity. It was then purified by silica gel flash chromatography, eluting with ethyl acetate, to obtain 510 mg of purified product, m.p. 110°-11° of 98.98% purity, by HPLC eluting with 1:1 acetonitrile:aqueous buffer (5% ammonium acetate) and monitoring at 220 nanometers.

후처리

  1. temperatureThe mixture was heated to about 60°
  2. customby separating the organic layer
  3. customevaporating it to dryness
  4. additionadding water and ethyl acetate
  5. customThe organic layer was separated
  6. washwashed twice with water
  7. customdried
  8. filtrationfiltered
  9. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-66b1f3c285fc4e5a879739edb6a36f65
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05622962

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