1,1-Ethanedithiol → 9-(Prop-2-en-1-yl)-9,10-dihydro-9,10-ethanoanthracene

HRID 442515Notes

Reaction equation

HRID 442515 reaction equation
[CH2:1]([C:4]12[CH2:19][C:18](=O)[CH:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=31)[C:10]1[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH:2]=[CH2:3].C(S)(S)C.[H][H]>[Ni]>[CH2:1]([C:4]12[CH2:19][CH2:18][CH:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=31)[C:10]1[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 336451,1-EthanedithiolHCID 68119883HCID 68119883, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 540335399-(Prop-2-en-1-yl)-9,10-dihydro-9,10-ethanoanthracene

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

9-β-Propenyl-9,10-dihydro-9,10-ethanoanthracene (xi) is prepared from 9-β-propenyl-9,10-dihydro-9,10-ethanoanthracen-11-one (x) by a Wolff-Kishner reduction or treatment with ethanedithiol and then with hydrogen in the presence of Raney nickel.

Sources & evidence

ORD record
ord-0054e8fcbcd34c85abc0397a07ae1b93
Source dataset
uspto-grants-1977_08
Patent number
US04045560

Reaction notes

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