Dichloromethane → HCID 67768823, compound

HRID 1078254Notes

Reaction equation

HRID 1078254 reaction equation
[CH3:1][C:2]1[NH:16][C:15]2[C:17]3[C:3]=1[CH2:4][C@@H:5]1[C@@H:10]([C:11]=3[CH:12]=[CH:13][CH:14]=2)[CH2:9][C@H:8]([NH:18][C:19](=[O:25])[CH2:20][O:21]C(=O)C)[CH2:7][N:6]1[CH2:26][CH2:27][CH3:28].[OH-].[K+].ClCCl>CO>[CH3:1][C:2]1[NH:16][C:15]2[C:17]3[C:3]=1[CH2:4][C@@H:5]1[C@@H:10]([C:11]=3[CH:12]=[CH:13][CH:14]=2)[CH2:9][C@H:8]([NH:18][C:19](=[O:25])[CH2:20][OH:21])[CH2:7][N:6]1[CH2:26][CH2:27][CH3:28]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 14797Potassium HydroxideHCID 15069927HCID 15069927, compound

Product 1

HCID 67768823HCID 67768823, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

530 mg of N-(2-methyl-6-n-propyl-8alpha-ergolinyl)-acetoxyacetamide (1.38 mmol) is dissolved in 20 ml of methanol and 0.5 ml of KOH and stirred for 15 minutes at room temperature. Then it is mixed with ice and shaken out with dichloromethane. The organic phases are dried, concentrated by evaporation and crystallized from diisopropyl ether/hexane, yield 321 mg (63% of theory). [α]D +20° (0.5% in chloroform).

Workup

  1. additionThen it is mixed with ice
  2. customThe organic phases are dried
  3. concentrationconcentrated by evaporation
  4. customcrystallized from diisopropyl ether/hexane, yield 321 mg (63% of theory)

Sources & evidence

ORD record
ord-a1fe994635b1499c93c97abe35850fe1
Source dataset
uspto-grants-1996_08
Patent number
US05547958

Reaction notes

Loading…