Water → HCID 10539784, 화합물

HRID 47055노트

반응식

HRID 47055 반응식
[CH3:1][N:2]1[C:16]2[C:17]3[C:4]([CH2:5][C@@H:6]4[C:11]([C:12]=3[CH:13]=[CH:14][CH:15]=2)=[CH:10][C@@H:9]([CH2:18][N:19]=[N+]=[N-])[CH2:8][N:7]4[CH3:22])=[CH:3]1.[BH4-].[Na+].O>C(O)(C)C>[CH3:1][N:2]1[C:16]2[C:17]3[C:4]([CH2:5][C@@H:6]4[C:11]([C:12]=3[CH:13]=[CH:14][CH:15]=2)=[CH:10][C@@H:9]([CH2:18][NH2:19])[CH2:8][N:7]4[CH3:22])=[CH:3]1

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydride2회HCID 867367091,6-Dimethyl-8beta-azidomethyl-9, 10-didehydroergoline

생성물 1

HCID 10539784HCID 10539784, 화합물수율 54.9%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

3.2 g 1,6-dimethyl-8β-azidomethyl-9, 10-didehydroergoline in 150 mls of isopropyl alcohol are treated with 6.4 g NaBH4 and heated to reflux under stirring and under nitrogen atmosphere for 24 hours. After this time further 2 g of NaBH4 are added and the heating is continued for 24 hours more. The reaction mixture is poured into water and extracted with chloroform. The chloroform extract is chromatographed onto SiO2 and the product is eluted with CH2Cl2 /MeOH/NH4OH (9/1/0.5). 1.6 g of 1,6-dimethyl-8β-aminomethyl-9, 10-didehydroergoline are thus obtained.

후처리

  1. temperatureheated
  2. temperatureto reflux
  3. waitthe heating is continued for 24 hours
  4. extractionextracted with chloroform
  5. extractionThe chloroform extract
  6. customis chromatographed onto SiO2
  7. washthe product is eluted with CH2Cl2 /MeOH/NH4OH (9/1/0.5)

출처 및 근거

ORD 기록
ord-643e6bd49d9e4e7c9555a88a8804197e
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04176182

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