Water → HCID 584218, compound

HRID 1624252Notes

Reaction equation

HRID 1624252 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([O:12]C(=O)C)[C:2]=12.C([O-])([O-])=O.[K+].[K+].O>CO>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([OH:12])[C:2]=12

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 10081676HCID 10081676, compound

Product 1

HCID 584218HCID 584218, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of acetic acid 6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl ester (53.26 g, 0.259 mol) in methanol (350 mL) was added K2CO3 (72.98 g, mol) and the resultant mixture was stirred at room temperature overnight. The mixture was poured into water (350 mL) and extracted with CHCl3(3×300 mL). The combined organic extracts were dried (Na2SO4), and concentrated to provide 41.70 g of 6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-ol.

Workup

  1. extractionextracted with CHCl3(3×300 mL)
  2. dry with materialThe combined organic extracts were dried (Na2SO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-41258f9608fb4be19b0b994a87f3d624
Source dataset
uspto-grants-2014_07
Patent number
US08778967B2

Reaction notes

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