o-Chloranil → 7-Fluoro-1-methylnaphthalene

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH2:7][CH:6]=[C:5]2[CH3:12].ClC1C(=O)C(=O)C(Cl)=C(Cl)C=1Cl>>[F:1][C:2]1[CH:3]=[C:4]2[C:9]([CH:8]=[CH:7][CH:6]=[C:5]2[CH3:12])=[CH:10][CH:11]=1

Participants

Reactant 2

HCID 73252o-Chloranil

HCID 685782236-Fluoro-4-methyl-1,2-dihydro-naphthalene

Product 1

HCID 685779887-Fluoro-1-methylnaphthalene

Procedure

Using general procedure A (Exp. 1.2.), 6-fluoro-4-methyl-1,2-dihydro-naphthalene was reacted with 3,4,5,6-tetrachloro-1,2-benzoquinone to give 7-fluoro-1-methyl-naphthalene as a colorless oil. MS: 160.1 ([M]+).

Sources & evidence

ORD record: ord-2adfe19bd34f4aa1aa30d6956a684026
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07696240B2

Reaction notes

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