Hydrochloric Acid → 2-Cyclohexylacetaldehyde

HRID 326769

Reaction equation

HRID 326769 reaction equation
C[O:2][CH:3](OC)[CH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.Cl>O1CCCC1.C(OCC)C>[CH:5]1([CH2:4][CH:3]=[O:2])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 11052116Cyclohexylacetaldehyde dimethyl acetal

Product 1

HCID 3166272-CyclohexylacetaldehydeYield 131.7%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 60 gm (349 mMol) cyclohexylacetaldehyde dimethyl acetal in tetrahydrofuran (50 ml) and diethyl ether (100 ml) was added 1N hydrochloric acid (200 ml) and the resulting mixture was stirred for 2.5 hours at room temperature. The reaction mixture was then partitioned between diethyl ether and water. The ether layer was then separated, dried over magnesium sulfate and concentrated under reduced pressure to give 58 gm of crude cyclohexylacetaldehyde.

Workup

  1. customThe reaction mixture was then partitioned between diethyl ether and water
  2. customThe ether layer was then separated
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-630563f85aa847ee93e5ec0548dd74fc
Source dataset
uspto-grants-1993_12
Patent number
US05270328

Linked notes

Loading…