Acetone → HCID 21707621, compound

HRID 583630Notes

Reaction equation

HRID 583630 reaction equation
[CH3:1][C:2]12[CH2:7][CH:6]1[CH2:5][CH:4]([CH2:8][CH:9]1OCC[O:10]1)[C:3]2([CH3:15])[CH3:14].CC(C)=O.Cl>O>[CH3:1][C:2]12[CH2:7][CH:6]1[CH2:5][CH:4]([CH2:8][CH:9]=[O:10])[C:3]2([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 21707623HCID 21707623, compound

Product 1

HCID 21707621HCID 21707621, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 11.0 g (52 mmol) of 2-(1,2,2-trimethylbicyclo[3.1.0]hex-3-ylmethyl)-[1,3]-dioxolane, 80 ml of acetone, 40 ml of water, 1.5 ml of conc. hydrochloric acid and 10 g of silica gel was stirred at reflux for 4 hours. After filtration, the solution was diluted with diethyl ether, washed with water, dried (MgSO4) and evaporated in vacuo. Kugelrohr distillation of the residue gave 6.8 g (79% yield) of (1,2,2-trimethylbicyclo[3,1,0]hex-3-yl)ethanal.

Workup

  1. temperatureat reflux for 4 hours
  2. filtrationAfter filtration
  3. additionthe solution was diluted with diethyl ether
  4. washwashed with water
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuo
  7. distillationKugelrohr distillation of the residue

Sources & evidence

ORD record
ord-15d7b2baadeb42a299af208321fa2a3a
Source dataset
uspto-grants-1999_07
Patent number
US05929291

Reaction notes

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