Water → HCID 10539784、化合物

HRID 47055ノート

反応式

HRID 47055 の反応式
[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

参加物

5

反応物 3

HCID 962WaterHCID 4311764Sodium borohydride2 回HCID 867367091,6-Dimethyl-8beta-azidomethyl-9, 10-didehydroergoline

生成物 1

HCID 10539784HCID 10539784、化合物収率 54.9%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-643e6bd49d9e4e7c9555a88a8804197e
出典データセット
uspto-grants-1979_11
特許番号
US04176182

反応ノート

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