1-(3,3,5-Trimethyl-1-cyclohexen-1-yl)pent-4-en-1-one → 1-(3,3,4-Trimethyl-cyclohex-6-en-1-yl)-pent-4-en-1-one

HRID 25889Notes

Reaction equation

HRID 25889 reaction equation
O[C:2]1(C#C)CC(C)CC(C)(C)C1.[CH3:13][C:14]1([CH3:27])[CH2:19][CH:18](C)[CH2:17][C:16]([C:21](=[O:26])[CH2:22][CH2:23][CH:24]=[CH2:25])=[CH:15]1>>[CH3:27][C:14]1([CH3:13])[CH:19]([CH3:2])[CH2:18][CH:17]=[C:16]([C:21](=[O:26])[CH2:22][CH2:23][CH:24]=[CH2:25])[CH2:15]1

Participants

3

Reactant 2

HCID 926081-(3,3,5-Trimethyl-1-cyclohexen-1-yl)pent-4-en-1-oneHCID 2332681-Ethynyl-3,3,5-trimethylcyclohexanol

Product 1

HCID 205694241-(3,3,4-Trimethyl-cyclohex-6-en-1-yl)-pent-4-en-1-one

Procedure

1-Hydroxy-1-ethynyl-3,3,5-trimethyl-cyclohexane used as starting material for the following preparation was prepared in accordance with W. Ziegenstein, "Aethinylierung und Alkinylierung", p. 9, Verlag Chemie (1963). The conversion into 1-(3,3,5-trimethyl-cyclohex-1-en-1-yl)-pent-4-en-1-one was performed according to the procedure described in pathway I, paragraph (d). The analytical data were as follows:

Workup

  1. customfor the following preparation
  2. customwas prepared in accordance with W

Sources & evidence

ORD record
ord-fe7e73ee947e448e8949224950ccf592
Source dataset
uspto-grants-1979_04
Patent number
US04147672

Reaction notes

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