3-Benzyloxycyclobutane-1,1-dicarboxylic acid → 3-(Benzyloxy)cyclobutane-1-carboxylic acid

HRID 1846753Notes

Reaction equation

HRID 1846753 reaction equation
[CH2:1]([O:8][CH:9]1[CH2:12][C:11](C(O)=O)([C:13]([OH:15])=[O:14])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>N1C=CC=CC=1>[CH2:1]([O:8][CH:9]1[CH2:10][CH:11]([C:13]([OH:15])=[O:14])[CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 6387653-Benzyloxycyclobutane-1,1-dicarboxylic acid

Product 1

HCID 128151113-(Benzyloxy)cyclobutane-1-carboxylic acidYield 95%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 3-(benzyloxy)cyclobutane-1,1-dicarboxylic acid (1.5 g, 5.99 mmol) in pyridine (3 mL) was heated in a 120° C. oil bath for 12 h. The mixture was cooled to RT and the pyridine was removed under vacuum. Toluene (10 mL) was added and the solution was washed with 1N HCl (3×), dried (MgSO4), filtered, and concentrated in vacuo to give product as a brown oil (1.17 g, 95%).

Workup

  1. customthe pyridine was removed under vacuum
  2. additionToluene (10 mL) was added
  3. washthe solution was washed with 1N HCl (3×)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-161fb393cbd24dc28f77b7822cf23a18
Source dataset
uspto-grants-2015_02
Patent number
US08952037B2

Reaction notes

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