p-Toluenesulfonic acid → HCID 131736881, compound

HRID 55914Notes

Reaction equation

HRID 55914 reaction equation
[CH3:1][C:2]([OH:12])([CH2:5][CH2:6][C:7]([CH3:11])=[C:8]([CH3:10])[CH3:9])[C:3]#[CH:4].C1(C)C=CC(S(O)(=O)=O)=CC=1.[C:24](OC(=O)C)(=[O:26])[CH3:25]>O>[C:24]([O:12][C:2]([CH3:1])([CH2:5][CH2:6][C:7]([CH3:11])=[C:8]([CH3:10])[CH3:9])[C:3]#[CH:4])(=[O:26])[CH3:25]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 7918Acetic AnhydrideHCID 1036603,6,7-Trimethyloct-6-en-1-yn-3-ol

Product 1

HCID 131736881HCID 131736881, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

650.0 g of 3,6,7-trimethyl-6-octen-1-in-3-ol and 0.63 g of p-toluene sulfonic acid in water are mixed and heated up to a temperature of 40° C. 479.3 g of acetic acid anhydride are added within 2 hours. After ca. 20 hours the reaction mixture is cooled down and distilled to obtain 3,6,7-trimethyl-6-octen-1-in-3-yl acetate.

Workup

  1. temperatureAfter ca. 20 hours the reaction mixture is cooled down
  2. distillationdistilled

Sources & evidence

ORD record
ord-9b53bf7513514509b6dd4944d9eab40f
Source dataset
uspto-grants-2016_09
Patent number
US09434676B2

Reaction notes

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