Thionyl Chloride → Di(pentafluorophenyl)chloroethoxysilane

HRID 392946

Reaction equation

HRID 392946 reaction equation
[F:1][C:2]1[C:7]([Si:8]([C:15]2[C:20]([F:21])=[C:19]([F:22])[C:18]([F:23])=[C:17]([F:24])[C:16]=2[F:25])(OCC)[O:9][CH2:10][CH3:11])=[C:6]([F:26])[C:5]([F:27])=[C:4]([F:28])[C:3]=1[F:29].S(Cl)([Cl:32])=O.Cl.[NH+]1C=CC=CC=1>>[F:1][C:2]1[C:7]([SiH:8]([C:15]2[C:20]([F:21])=[C:19]([F:22])[C:18]([F:23])=[C:17]([F:24])[C:16]=2[F:25])[O:9][CH2:10][CH2:11][Cl:32])=[C:6]([F:26])[C:5]([F:27])=[C:4]([F:28])[C:3]=1[F:29]

Participants

4

Reactant 3

HCID 24386Thionyl ChlorideHCID 11102434Bis(pentafluorophenyl)diethoxysilaneHCID 21584435Pyridinium hydrochloride

Product 1

HCID 131724616Di(pentafluorophenyl)chloroethoxysilane

Procedure

180.93 g (0.400 mol) di(pentafluorophenyl)diethoxysilane, 29 mL (0.400 mol, 47.6 g) thionylchloride and 4.92 g (0.0426 mol) pyridinium hydrochloride are refluxed and stirred for 16 h. Unreacted SOCl2 is evaporated and di(pentafluorophenyl)chloroethoxysilane isolated by vacuum distillation.

Workup

  1. customUnreacted SOCl2 is evaporated

Sources & evidence

ORD record
ord-2d4105d5e1de4af6bd1d6d07055f0ab9
Source dataset
uspto-grants-2004_10
Patent number
US06803476B2

Linked notes

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