Water → HCID 13345543, compound

HRID 2059071Notes

Reaction equation

HRID 2059071 reaction equation
[CH2:1](I)[CH2:2][CH3:3].CO[C@@H:7]1[CH2:21][C@H:20]2[C@@H:10]([CH2:11][C:12]3[C:22]4[C:15](=[CH:16][CH:17]=[CH:18][C:19]2=4)[NH:14][CH:13]=3)[NH:9][C:8]1=C=O.[C:25](=[O:28])([O-])[O-:26].[K+].[K+].O.[CH3:32]N(C=O)C>>[CH2:1]([N:9]1[C@H:10]2[C@@H:20]([C:19]3[CH:18]=[CH:17][CH:16]=[C:15]4[C:22]=3[C:12]([CH2:11]2)=[CH:13][NH:14]4)[CH2:21][C@@H:7]([C:25]([O:26][CH3:32])=[O:28])[CH2:8]1)[CH2:2][CH3:3]

Participants

6

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 86738302HCID 86738302, compound

Product 1

HCID 13345543HCID 13345543, compound

Procedure

There were added 9 ml of n-propyl iodide to a mixture of 10 g of 8β-methoxy-carbonylergoline and 8.2 g of potassium carbonate in 500 ml of DMF. After 20 hours under stirring at room temperature, the reaction mixture was poured into water and the precipitate was filtered and crystallized from methanol to give 10 g of 6-n-propyl-8β-methoxycarbonylergoline melting at 202°-204° C.

Workup

  1. filtrationthe precipitate was filtered
  2. customcrystallized from methanol

Sources & evidence

ORD record
ord-00d46e3829d645ffb675e357aeb2a2ae
Source dataset
uspto-grants-1982_03
Patent number
US04321381

Reaction notes

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