Acetyl chloride → HCID 86733731, compound

HRID 918318Notes

Reaction equation

HRID 918318 reaction equation
C([Cl:4])(=O)C.[CH3:5][C:6](/[CH:14]=[CH:15]/[CH2:16][CH:17]([CH3:24])[CH2:18][CH2:19][CH:20]=[C:21]([CH3:23])[CH3:22])=[CH:7][C:8]([O:10][CH:11]([CH3:13])[CH3:12])=[O:9]>>[Cl:4][C:21]([CH3:22])([CH3:23])[CH2:20][CH2:19][CH2:18][CH:17]([CH3:24])[CH2:16]/[CH:15]=[CH:14]/[C:6]([CH3:5])=[CH:7][C:8]([O:10][CH:11]([CH3:13])[CH3:12])=[O:9]

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 86733732HCID 86733732, compound

Product 1

HCID 86733731HCID 86733731, compound

Procedure

To 40 ml. of ice cold isopropanol is added 2.49 g. of acetyl chloride. The resulting solution is stirred at 0° for 15 min. and 1.0 g. of trans isopropyl 3,7,11-trimethyldodeca 2,4,10-trienoate added. The solution is stirred for 1 hour at 0° and for 48 hours at 25°. Solvent is removed under reduced pressure and the concentrate taken up in hexane. The hexane solution is washed with water until the aqueous wash is neutral and then with brine. The solution is dried over calcium sulfate and solvent evaporated to yield trans isopropyl 11-chloro-3,7,11-trimethyldodeca-2,4-dienoate.

Workup

  1. additionof ice cold isopropanol is added 2.49 g
  2. stirringThe solution is stirred for 1 hour at 0° and for 48 hours at 25°
  3. customSolvent is removed under reduced pressure
  4. washThe hexane solution is washed with water until the
  5. washaqueous wash
  6. dry with materialThe solution is dried over calcium sulfate and solvent
  7. customevaporated

Sources & evidence

ORD record
ord-dd7cfe152cfb4d4791eb4342c288260b
Source dataset
uspto-grants-1976_07
Patent number
US03970704

Reaction notes

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