Furan → 6,7-Difluoro-1,4-epoxy-1,4-dihydronaphthalene

HRID 2178721Notes

Reaction equation

Br[C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1Br.C([Li])CCC.[O:16]1[CH:20]=[CH:19][CH:18]=[CH:17]1>>[F:9][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][C:6]=1[F:8])[CH:20]1[O:16][CH:17]2[CH:18]=[CH:19]1

Participants

Reactant 3

HCID 8029Furan

HCID 949491,2-Dibromo-4,5-difluorobenzene

HCID 178418339Butyllithium

Product 1

HCID 120370736,7-Difluoro-1,4-epoxy-1,4-dihydronaphthalene

Procedure

1,2-Dibromo-4,5-difluorobenzene was treated with n-butyllithium followed by furan to give 6,7-difluoro-1,4-dihydro-1,4-epoxynaphthalene, which was treated with acid to produce 6,7-difluoronaphthalen-1-ol.

Sources & evidence

ORD record: ord-fbfe2325708f40cb8b69b4105e374e82
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067934B2

Reaction notes

Loading…