p-Toluenesulfonic acid → HCID 20040641, compound

HRID 1763101Notes

Reaction equation

HRID 1763101 reaction equation
[C:1]([C:5]1[CH:11]=[C:10]([OH:12])[CH:9]=[CH:8][C:6]=1[OH:7])([CH3:4])([CH3:3])[CH3:2].CC(=C)C[CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19].[C:23]1([CH3:33])[CH:28]=CC(S(O)(=O)=O)=C[CH:24]=1>>[C:23]([C:9]1[C:10]([OH:12])=[CH:11][C:5]([C:1]([CH3:4])([CH3:2])[CH2:3][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[C:6]([OH:7])[CH:8]=1)([CH3:33])([CH3:28])[CH3:24]

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 16043Tert-ButylhydroquinoneHCID 642298methyl 5-methylhex-5-enoate

Product 1

HCID 20040641HCID 20040641, compound

Procedure

16.6 Parts of 2-t-butylhydroquinone, 14.2 parts of methyl 5-methyl-hex-5-enoate and 0.5 parts of p-toluene sulphonic acid are reacted and worked up as described for Example 25. Distillation gives methyl 5-(4'-t-butyl-2',5'-dihydroxyphenyl)-5-methylhexanoate, b0.3 186°-210° C. This fraction, after crystallisation from 40°-60° petroleum ether, has m.p. 136°-9° C. and the following percentage composition by weight.

Workup

  1. distillationDistillation

Sources & evidence

ORD record
ord-4d885fe9ed964226a94a3aaee597a6f0
Source dataset
uspto-grants-1989_05
Patent number
US04835323

Reaction notes

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