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

HRID 1646007Notes

Reaction equation

HRID 1646007 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-c97de811a50c42f8b3f4493abe186297
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

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