Hydrochloric Acid → HCID 86755876, 화합물

HRID 365403노트

반응식

HRID 365403 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][C:16]=1[O:17][CH3:18])[C@H:13]1[C@H:8]([CH2:9][CH2:10][CH2:11][CH2:12]1)[N:7]=[C:6]2[C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[CH:21][CH:20]=1.Cl.O>CO.[Fe]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][C:16]=1[O:17][CH3:18])[C@H:13]1[C@H:8]([CH2:9][CH2:10][CH2:11][CH2:12]1)[N:7]=[C:6]2[C:19]1[CH:20]=[CH:21][C:22]([NH2:25])=[CH:23][CH:24]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 86755877HCID 86755877, 화합물

생성물 1

HCID 86755876HCID 86755876, 화합물

시약·촉매·용매 2

HCID 23925Iron촉매HCID 887Methanol용매

실험 절차

8.5 g of (+/-)-cis-8,9-dimethoxy-6-(4-nitrophenyl)-1,2,3,4,4a,10b-hexahydrophenanthridine are dissolved in 200 ml of methanol, and the solution is treated with 5 ml of concentrated hydrochloric acid, 20 ml of water and 800 mg of iron powder and stirred overnight at RT. The reaction mixture is filtered, the filtrate is concentrated, the residue is extracted with sodium hydrogencarbonate solution/ethyl acetate, and the organic phase is dried using sodium sulfate and concentrated. The residue is chromatographed on silica gel using a mixture of toluene/dioxane/triethylamine in the ratio 40:20:2. After concentration of the corresponding eluate fractions, 5.5 g (70.5% of theory) of the title compound of m.p. 159.5-161° C. are obtained.

후처리

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated
  3. extractionthe residue is extracted with sodium hydrogencarbonate solution/ethyl acetate
  4. customthe organic phase is dried
  5. concentrationconcentrated
  6. customThe residue is chromatographed on silica gel using
  7. additiona mixture of toluene/dioxane/triethylamine in the ratio 40:20:2

출처 및 근거

ORD 기록
ord-6895fa458b574598b57bfeb2c250ff46
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06127378

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