Hydrochloric Acid → 2,2-Dimethyl-3-octenoic acid

HRID 377634

Reaction equation

HRID 377634 reaction equation
[CH3:1][C:2]([CH3:11])([CH:5]=[CH:6][CH2:7][CH2:8][CH2:9][CH3:10])[C:3]#N.[OH-:12].[Na+].Cl.C(O)CCC.[OH2:20]>>[CH3:1][C:2]([CH3:11])([CH:5]=[CH:6][CH2:7][CH2:8][CH2:9][CH3:10])[C:3]([OH:20])=[O:12]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22253497Water butanolHCID 867551562,2-Dimethyl-3-octene nitrile

Product 1

HCID 541965092,2-Dimethyl-3-octenoic acid

Procedure

2,2-Dimethyl-3-octenoic acid is prepared by adding 2,2-dimethyl-3-octene nitrile (1.51 g, 0.01 m) to a solution prepared from 15% NaOH in butanol/H2O (2:3) (30 mL). The reaction mixture is stirred and refluxed for 7 hours, is cooled and made acidic with 10% hydrochloric acid. The reaction mixture is extracted with diethyl ether and the extract washed with saturated NaCl and dried over MgSO4, filtered and concentrated to give 2,2-dimethyl-3-octenoic acid.

Workup

  1. custom2,2-Dimethyl-3-octenoic acid is prepared
  2. temperaturerefluxed for 7 hours
  3. temperatureis cooled
  4. extractionThe reaction mixture is extracted with diethyl ether
  5. washthe extract washed with saturated NaCl
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-42a13ce3df6d4616a65a8adc5897f498
Source dataset
uspto-grants-2000_02
Patent number
US06028083

Linked notes

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