o-Bis(bromomethyl)benzene → HCID 10708125, compound

HRID 2061646Notes

Reaction equation

HRID 2061646 reaction equation
[C:1]1([S:7]([CH2:10][C:11]#[N:12])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:13]1[CH:18]=[C:17]([CH2:19]Br)[C:16]([CH2:21]Br)=[CH:15][CH:14]=1>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[C:1]1([S:7]([C:10]2([C:11]#[N:12])[CH2:19][C:17]3[C:16](=[CH:15][CH:14]=[CH:13][CH:18]=3)[CH2:21]2)(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 66665o-Bis(bromomethyl)benzeneHCID 82077Phenylsulphonylacetonitrile

Product 1

HCID 10708125HCID 10708125, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 66133Benzyl triethylammonium chlorideCatalyst

Procedure

Similarly to Example 1(a), by reaction of 5 g (27.6 mmol) of benzenesulfonyl-acetonitrile with 8 g (30.4 mmol) of a,a′-dibromo-o-xylene, 50 ml of aqueous soda solution, 629 mg (2.8 mmol) of benzyltriethylammonium chloride. 2.1 g of 2-benzenesulfonyl-indane-2-carbonitrile is obtained in the form of a white solid. (Yield=27%).

Sources & evidence

ORD record
ord-1598f56872f74c04a4358f0d0e7ca202
Source dataset
uspto-grants-2012_10
Patent number
US08283378B2

Reaction notes

Loading…