Sulfuric Acid → HCID 23346571, compound

HRID 1112084Notes

Reaction equation

HRID 1112084 reaction equation
[CH3:1][CH:2]1[CH:6]=[CH:5][C:4]2([C:11]([CH3:13])([CH3:12])[CH:10]([CH3:14])[CH2:9][CH:8]=[C:7]2[CH3:15])[O:3]1.[OH:16]C1(C#CC(O)C)C(C)(C)C(C)CCC1C.OS(O)(=O)=O>CO>[CH3:1][CH:2]1[CH2:6][CH2:5][C:4]2([C:11]([CH3:13])([CH3:12])[CH:10]([CH3:14])[CH2:9][CH2:8][C:7]2([CH3:15])[OH:16])[O:3]1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 202686622,6,9,10,10-Pentamethyl-1-oxaspiro[4.5]deca-3,6-dieneHCID 233465621-(3-Hydroxybut-1-yn-1-yl)-2,2,3,6-tetramethylcyclohexan-1-ol

Product 1

HCID 23346571HCID 23346571, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2,6,9,10,10-Pentamethyl-1-oxa-spiro[4.5]deca-3,6-diene, used as starting material in step a) hereinabove could be prepared from 1-hydroxy-2,5,6,6-tetramethyl-1-(3-hydroxybut-1-yn-1-yl)-cyclohexane by treating said carbinol with a 30% aqueous solution of H2SO4 as indicated in Swiss Pat. No. 544,733. The compound possessed moreover very interesting organoleptic properties and consequently could advantageously be used as flavouring and perfuming agents. It develops a very powerful natural fruity, minty character reminiscent of certain perfuming notes typical of black-currant fruits.

Workup

  1. additionby treating

Sources & evidence

ORD record
ord-e64cf16b3d9d4af8936d441b801153a8
Source dataset
uspto-grants-1978_10
Patent number
US04120830

Reaction notes

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