Pyridine → 1-Methyl-2-(2,2-dimethyl-3-acetoxypropyl)-3-isopropenylcyclopent-1-ene

HRID 1834166Notes

Reaction equation

HRID 1834166 reaction equation
[CH3:1][C:2]1[CH2:6][CH2:5][CH:4]([C:7]([CH3:9])=[CH2:8])[C:3]=1[CH2:10][C:11]([CH3:15])([CH3:14])[CH2:12][OH:13].[C:16](Cl)(=[O:18])[CH3:17].N1C=CC=CC=1>>[CH3:1][C:2]1[CH2:6][CH2:5][CH:4]([C:7]([CH3:9])=[CH2:8])[C:3]=1[CH2:10][C:11]([CH3:15])([CH3:14])[CH2:12][O:13][C:16](=[O:18])[CH3:17]

Participants

4

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 146910481-Methyl-2-(2,2-dimethyl-3-hydroxypropyl)-3-isopropenylcyclopent-1-ene

Product 1

HCID 51664101-Methyl-2-(2,2-dimethyl-3-acetoxypropyl)-3-isopropenylcyclopent-1-eneYield 95%

Procedure

This compound was prepared by esterifying 32 g (0.25 mole) of the product from Example 3 with 24 g (0.3 mole) of acetyl chloride and 24 g (0.3 mole) of pyridine at from 15° to 20° C. On working up in the conventional manner, the ester was obtained in 95% yield; boiling point: 88°-90° C/25 mm Hg; nD25 : 1.4743; the structure was confirmed by the nuclear resonance spectrum. Fragrance: musk-like, floral; good tenacity.

Workup

  1. customThis compound was prepared
  2. customat from 15° to 20° C

Sources & evidence

ORD record
ord-a8b36378250e48cc9e79edb38726068c
Source dataset
uspto-grants-1978_01
Patent number
US04069258

Reaction notes

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