Potassium Hydroxide → HCID 15582646, compound

HRID 2078066Notes

Reaction equation

HRID 2078066 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:13])([CH2:11][CH3:12])[C:9]#N)=[CH:4][CH:3]=1.[OH-:14].[K+].CCO.[OH2:19]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:13])([CH2:11][CH3:12])[C:9]([OH:19])=[O:14])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 14797Potassium HydroxideHCID 19096565Water ethanolHCID 67099818HCID 67099818, compound

Product 1

HCID 15582646HCID 15582646, compound

Conditions

Temperature
120 °C

Procedure

A mixture of 2-(4-chlorophenyl)-2-methylbutanenitrile-(6.5 g, 34 mmol) in 50 mL EtOH/H2O (5:1) was treated with KOH (3.8 g, 67 mmol). The mixture was stirred at 120° C. for 4 hours and then at 180° C. for 30 minutes. The mixture was cooled to room temperature. The mixture was extracted with EtOAc and the organic layer discarded. The water layer was acidified with concentrated HCl, extracted with EtOAc, washed with H2O and brine, dried over anhydrous Na2SO4, and concentrated in vacuo to give 1.16 g of the product as a pale yellow oil. MS m/e=213 (M+H)+.

Workup

  1. waitat 180° C. for 30 minutes
  2. temperatureThe mixture was cooled to room temperature
  3. extractionThe mixture was extracted with EtOAc
  4. extractionextracted with EtOAc
  5. washwashed with H2O and brine
  6. dry with materialdried over anhydrous Na2SO4
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1312234d3cf246649e3838f5cad814e9
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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