Barium Carbonate → Decahydropyrrolo[3,4-b]pyrrolizin-6-ol

HRID 1460780Notes

Reaction equation

HRID 1460780 reaction equation
[OH:1][CH:2]1[CH2:12][N:11]2[CH:4]([CH2:5][CH:6]3[CH:10]2[CH2:9][N:8](C(OCC)=O)[CH2:7]3)[CH2:3]1.C(=O)([O-])[O-].[K+].[K+].C(=O)([O-])[O-].[Ba+2]>O>[OH:1][CH:2]1[CH2:12][N:11]2[CH:4]([CH2:5][CH:6]3[CH:10]2[CH2:9][NH:8][CH2:7]3)[CH2:3]1

Participants

5

Reactant 3

HCID 10563Barium CarbonateHCID 11430Potassium CarbonateHCID 54239052HCID 54239052, compound

Product 1

HCID 16228901Decahydropyrrolo[3,4-b]pyrrolizin-6-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

8 g (33.3 mmol) of ethyl 10-hydroxy-1,4-diazatricyclo[6.3.0.02,6 ]undecane-4-carboxylate are heated under reflux overnight with 21 g of Ba(OH)2. 8H2O in 150 ml of water. The mixture is saturated with potassium carbonate, barium carbonate is filtered off with suction and the filtrate is extracted ten times using 100 ml of chloroform each time. The extracts are dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. filtrationis filtered off with suction
  2. extractionthe filtrate is extracted ten times
  3. dry with materialThe extracts are dried over potassium carbonate
  4. concentrationconcentrated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-7f889a169aba47fab081ad8be031cc4e
Source dataset
uspto-grants-1991_12
Patent number
US05071999

Reaction notes

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