Hydrochloric Acid → HCID 12150533, compound

HRID 1815434Notes

Reaction equation

HRID 1815434 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:16]2[N:12]([CH2:13][C:14]([CH3:27])([CH3:26])[CH:15]2[O:24][CH3:25])[C:11]=1[C:28](=O)[C:29]([O:31]CC)=[O:30].O.NN.[OH-].[K+].Cl>C(O)COCCO>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:16]2[N:12]([CH2:13][C:14]([CH3:26])([CH3:27])[CH:15]2[O:24][CH3:25])[C:11]=1[CH2:28][C:29]([OH:31])=[O:30]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 22500690HCID 22500690, compound

Product 1

HCID 12150533HCID 12150533, compound

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

Ethyl 6-(2-benzofuranyl)-2,3-dihydro-2,2-dimethyl-1-methoxy-7-phenyl-1H-pyrrolizin-5-yl-2-oxoacetate (example 21b, 0.92 g, 2 mmol) in diethylene glycol (20 ml) is heated at 60° C. for 30 min. with hydrazine hydrate 80% (1.56 ml, 40 mmol), then treated with KOH techn. 85% (2.1 g, 32 mmol) and the mixture is kept at 130° C. for 4 h (until the end of the evolution of gas and fading of the coloration). The mixture, which is poured onto ice, is brought to pH 3 using HCl 10%, and the fine precipitate is filtered off with suction and dried over P2O5.

Workup

  1. additionThe mixture, which is poured onto ice
  2. filtrationthe fine precipitate is filtered off with suction
  3. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-2bd381c06c7c4ab78683b078a9dea276
Source dataset
uspto-grants-2005_04
Patent number
US06878738B1

Reaction notes

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