Dichloromethane → HCID 67768823, compound

HRID 248884Notes

Reaction equation

HRID 248884 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-methyl6n-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-d4bd267b91154a728822b4f0fbc1ee35
Source dataset
uspto-grants-1993_05
Patent number
US05212178

Reaction notes

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