p-Toluenesulfonic acid → HCID 20206193, compound

HRID 2166554Notes

Reaction equation

HRID 2166554 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]([CH3:18])([CH3:17])[CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14].[CH2:19]([CH:21]([CH2:24][CH2:25][CH2:26][CH3:27])CO)[CH3:20].C1(C)C=CC(S(O)(=O)=O)=CC=1>CCOCC>[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]([CH3:18])([CH3:17])[CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH:21]([CH2:19][CH3:20])[CH2:24][CH2:25][CH2:26][CH3:27])=[O:14]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 77202-EthylhexanolHCID 20206153HCID 20206153, compound

Product 1

HCID 20206193HCID 20206193, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

5.0 parts of methyl 5-(2,4-dihydroxyphenyl)-5-methylhexanoate, 50 parts of 2-ethyl-hexanol and 0.5 parts of p-toluene sulphonic acid are heated on a steam-bath for 18 hours. The reaction mixture is then diluted with ether, washed with sodium bicarbonate solution, water, and evaporated. The residue, after stripping off excess 2-ethylhexanol on a rotary evaporator at 100° C. and 0.13 mb pressure gives 2-ethylhexyl 5-(2,4-dihydroxyphenyl)-5-methylhexanoate as a viscous amber liquid with the following percentage composition by weight.

Workup

  1. washwashed with sodium bicarbonate solution, water
  2. customevaporated
  3. customon a rotary evaporator at 100° C.

Sources & evidence

ORD record
ord-11a46c0ffe434092b005ba9d48ca033a
Source dataset
uspto-grants-1983_06
Patent number
US04387158

Reaction notes

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