Hydrochloric Acid → 3-(2-Cyanopropan-2-yl)benzoic acid

HRID 564013Notes

Reaction equation

HRID 564013 reaction equation
C([O:3][C:4](=[O:16])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([C:14]#[N:15])([CH3:13])[CH3:12])[CH:6]=1)C.[OH-].[Na+].Cl>C(O)C.O>[C:14]([C:11]([C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=1)[C:4]([OH:16])=[O:3])([CH3:13])[CH3:12])#[N:15]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67008001Ethyl 3-(2-cyanopropan-2-yl)benzoate

Product 1

HCID 571495383-(2-Cyanopropan-2-yl)benzoic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A mixture of 300 mg 3-(1-Cyano-1-methyl-ethyl)-benzoic acid ethyl ester and 165 mg sodium hydroxide in 1 ml ethanol and 0.5 ml water were stirred 2 hrs at RT. 20 ml water were added and the pH was adjusted to 1-2 by addition of conc. hydrochloric acid. The title product precipitated and was isolated by filtration, washed with water and dried, yielding 184 mg.

Workup

  1. customThe title product precipitated
  2. customwas isolated by filtration
  3. washwashed with water
  4. customdried
  5. customyielding 184 mg

Sources & evidence

ORD record
ord-253e17295175476da4d3bd8053641bd9
Source dataset
uspto-grants-2011_11
Patent number
US08067599B2

Reaction notes

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