Hydrochloric Acid → HCID 86755876、化合物

HRID 365403ノート

反応式

HRID 365403 の反応式
[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

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 86755877HCID 86755877、化合物

生成物 1

HCID 86755876HCID 86755876、化合物

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6895fa458b574598b57bfeb2c250ff46
出典データセット
uspto-grants-2000_10
特許番号
US06127378

反応ノート

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