p-Toluenesulfonic acid → HCID 21898064, compound

HRID 719396Notes

Reaction equation

HRID 719396 reaction equation
CC1C=CC(S(O)(=O)=O)=CC=1.[C:12]([Si:16]([O:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([CH3:30])=[C:27]([CH3:29])[CH3:28])=[CH:22][CH:21]=1)([CH3:18])[CH3:17])([CH3:15])([CH3:14])[CH3:13]>C1C=CC=CC=1>[C:12]([Si:16]([O:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([CH:27]([CH3:29])[CH3:28])=[CH2:30])=[CH:22][CH:21]=1)([CH3:18])[CH3:17])([CH3:15])([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 69324904HCID 69324904, compound

Product 1

HCID 21898064HCID 21898064, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
50 °C

Procedure

To a benzene (20 mL) solution of the alcohol (1.7588 g, 5.97 mmol) from (6b) was added pTsOH (0.1136 g, 0.1 eq) and the mixture was warmed up to 50° C. for 6 h. A 1:1 mixture (1.2871 g) of tert-butyl[4-(1-isopropylvinyl)phenoxy]dimethylsilane and tert-butyl [4-(1,2-dimethylpropenyl)phenoxy]dimethylsilane was obtained as colorless oil by flash column chromatography (1% ethyl acetate-hexanes). MS Found: (M+H)+=277.

Sources & evidence

ORD record
ord-fbf416bb75c3413ba443d85316121cdd
Source dataset
uspto-grants-2006_11
Patent number
US07132432B2

Reaction notes

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