1,3-Cyclohexadiene → HCID 67447384, compound

HRID 1879354Notes

Reaction equation

HRID 1879354 reaction equation
[F:1][C:2]1[C:3](=[O:10])[CH:4]=[CH:5][C:6](=[O:9])[C:7]=1[F:8].[CH:11]1[CH2:16][CH2:15][CH:14]=[CH:13][CH:12]=1>CCOCC>[F:1][C:2]1[C:3](=[O:10])[CH:4]2[CH:5]([C:6](=[O:9])[C:7]=1[F:8])[CH:13]1[CH2:14][CH2:15][CH:16]2[CH:11]=[CH:12]1

Participants

4

Reactant 2

HCID 116051,3-CyclohexadieneHCID 10997151HCID 10997151, compound

Product 1

HCID 67447384HCID 67447384, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 1.7 g of 2,3-difluoro-1,4-benzoquinone (G. Haufe, Perkin Transactions 1 (2002), (23), 2719-2728), 2.2 mL of 1,3 cyclohexadiene in 25 mL of Et2O was heated in a closed vessel at 50° C. for 2 h. After cooling to rt the mixture was concentrated in vacuo to obtain 1.4 g of the desired compound as mixture of stereoisomers as yellow solid.

Workup

  1. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-3140068bd1314264bb634f2695e857c6
Source dataset
uspto-grants-2012_11
Patent number
US08314253B2

Reaction notes

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