Thionyl Chloride → 1-Chloro-6-(trifluoromethyl)indane

Reaction equation

[F:1][C:2]([F:14])([F:13])[C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][CH:9]2O)=[CH:5][CH:4]=1.S(Cl)([Cl:17])=O>>[Cl:17][CH:9]1[C:10]2[C:6](=[CH:5][CH:4]=[C:3]([C:2]([F:14])([F:13])[F:1])[CH:11]=2)[CH2:7][CH2:8]1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 592126636-(Trifluoromethyl)-2,3-dihydro-1H-inden-1-OL

Product 1

HCID 592126531-Chloro-6-(trifluoromethyl)indaneYield 90%

Procedure

6-(Trifluoromethyl)indan-1-ol (1.52 g, 7.5 mmol) was dissolved in thionyl chloride (15 mL). After being stirred at room temperature for 2 hrs, the solution was concentrated in vacuo to provide the title compound (1.5 g, 90%).

Workup

concentrationthe solution was concentrated in vacuo

Sources & evidence

ORD record: ord-b1402b625a0442f7b9edec8da65630b2
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07678798B2

Reaction notes

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