Allyl chloride → HCID 12420322, compound

HRID 1283361Notes

Reaction equation

HRID 1283361 reaction equation
[CH2:1](Cl)[CH:2]=[CH2:3].[Mg].[CH3:6][C:7]1[CH:12]([CH:13]=[O:14])[C:11]([CH3:16])([CH3:15])[CH2:10][CH2:9][CH:8]=1.[NH4+].[Cl-]>CCOCC>[CH3:6][C:7]1[CH:12]([CH:13]([OH:14])[CH2:3][CH:2]=[CH2:1])[C:11]([CH3:16])([CH3:15])[CH2:10][CH2:9][CH:8]=1

Participants

6

Reactant 4

HCID 7850Allyl chloride2×HCID 25517Ammonium ChlorideHCID 941432-Cyclohexene-1-carboxaldehyde, 2,6,6-trimethyl-HCID 5462224Magnesium

Product 1

HCID 12420322HCID 12420322, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Allyl chloride (5 ml.) was added under nitrogen to a suspension of magnesium (28.8 g.) in 300 ml. of dry ether. According to the usual procedure of a Grignard reaction, allyl chloride (85 g.) and α-cyclocitral (152 g.) in 100 ml. of dry ether were added at such a rate as to maintain the solvent at reflux. At this temperature, the mixture was left during 3 h. and poured then into an NH4Cl aqueous solution.

Workup

  1. temperatureto maintain the solvent
  2. temperatureat reflux
  3. additionpoured

Sources & evidence

ORD record
ord-e607b0262afc400aad672d98bbb02027
Source dataset
uspto-grants-1976_08
Patent number
US03975310

Reaction notes

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