Hydroquinone → 2-Propenal, 3-[4-(1-methylethyl)phenyl]-

HRID 982553Notes

Reaction equation

HRID 982553 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]#[C:11][CH2:12][OH:13])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].C1(C=CC(O)=CC=1)O>C(O)=O>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10]=[CH:11][CH:12]=[O:13])=[CH:8][CH:9]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 785HydroquinoneHCID 200683153-(4-Isopropyl-phenyl)-prop-2-yn-1-ol

Product 1

HCID 955952-Propenal, 3-[4-(1-methylethyl)phenyl]-Yield 76%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A mixture of 250 g of 75% strength aqueous formic acid, 50 g of p-isopropylphenylethynylcarbinol and 0.5 g of hydroquinone is refluxed for 1 hour and then worked up as described in Example 1 to give 38 g (corresponding to 76% of theory) of p-isopropylcinnamaldehyde having a boiling point of 90°-95° C./0.06 mbar.

Workup

  1. temperatureis refluxed for 1 hour

Sources & evidence

ORD record
ord-af036a200a274eba8aaaad6555ddcb1d
Source dataset
uspto-grants-1991_02
Patent number
US04996365

Reaction notes

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