Hexane → cis-Stilbene

HRID 351960Notes

Reaction equation

HRID 351960 reaction equation
[C:1]1([C:7]#[C:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CCCCCC>C1COCC1>[C:1]1(/[CH:7]=[CH:8]\[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 8058HexaneHCID 10390Diphenylacetylene

Product 1

HCID 5356785cis-Stilbene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In the foregoing epititanations of diphenylacetylene conducted in THF or hexane, parallel epititanations were conducted in the same manner but the hydrolytic workup in each case was performed with 3N DCl in D2O. In these experiments the cis-stilbene isolated was >98% dideuteriated at the vinylic carbon atoms (12).

Sources & evidence

ORD record
ord-9507fa7fcc184888bfcbd3570c598bd7
Source dataset
uspto-grants-2004_06
Patent number
US06743872B1

Reaction notes

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