Hydrochloric Acid → HCID 21484310, compound

HRID 1415305Notes

Reaction equation

HRID 1415305 reaction equation
[CH2:1]([Cl:11])[CH2:2][CH:3]([CH2:5][CH2:6][CH:7]=[C:8]([CH3:10])[CH3:9])[CH3:4].CCCCC.O.[ClH:18]>C(O)(=O)C>[Cl:11][CH2:1][CH2:2][CH:3]([CH3:4])[CH2:5][CH2:6][CH2:7][C:8]([Cl:18])([CH3:10])[CH3:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 8003Pentane2×HCID 9815366citronellyl chloride

Product 1

HCID 21484310HCID 21484310, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Into a well stirred solution of citronellyl chloride (8-chloro-2,6-dimethyl-2-octene; 26.1 g, 0.15 mol) in glacial acetic acid (600 ml), hydrochloric acid gas is passed for 4 hours at room temperature. Pentane (300 ml) and water (150 ml) are then added, the mixture stirred and transferred to a separatory funnel with additional pentane and water. The layers are separated, and the pentane layer is washed with several portions of water followed by saturated sodium bicarbonate solution. The pentane layer is then dried, and the solvent evaporated giving a quantitative yield of the product, boiling point 90° C to 93° C at 1.9 mm.

Workup

  1. customThe layers are separated
  2. washthe pentane layer is washed with several portions of water
  3. dry with materialThe pentane layer is then dried
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-b0cbd5ebbaf74ae7a911a7019bd409d5
Source dataset
uspto-grants-1977_01
Patent number
US04004019

Reaction notes

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