Water → Citronellyl Acetate

HRID 236877

Reaction equation

HRID 236877 reaction equation
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].[CH3:8][CH2:9][CH2:10]CCC.O.N1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[C:5]([O:4][CH2:1][CH2:2][CH:17]([CH2:18][CH2:19][CH:20]=[C:9]([CH3:10])[CH3:8])[CH3:16])(=[O:7])[CH3:6]

Participants

5

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 8058Hexane

Product 1

HCID 9017Citronellyl Acetate

Procedure

To 15.6 g (0.1 mol) d1-citronellol in 20 ml of dry pyridine under nitrogen is added 11.3 ml (0.12 mol) of acetic anhydride. The reaction is stirred about 48 hours and then ice is added. After one hour, the reaction is poured into hexane and water. The organic phase is washed with 5% HCl, 2M sodium carbonate, and saturated NaCl solutions, dried over calcium sulfate and solvent removed to yield dl-citronellyl acetate.

Workup

  1. additionice is added
  2. waitAfter one hour
  3. washThe organic phase is washed with 5% HCl, 2M sodium carbonate, and saturated NaCl solutions
  4. dry with materialdried over calcium sulfate and solvent
  5. customremoved

Sources & evidence

ORD record
ord-3ddca04c8f4a4b5885d7d10c1ae64d52
Source dataset
uspto-grants-1979_06
Patent number
US04158096

Linked notes

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