Water → HCID 584218, compound

HRID 899753Notes

Reaction equation

HRID 899753 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-5f26f5032b43413e9964b535c74db6c9
Source dataset
uspto-grants-2008_04
Patent number
US07354934B2

Reaction notes

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