1-Chloronaphthalene → 1-(5-Chloro-2-naphthalenyl)-2-propen-1-one

HRID 1428462Notes

Reaction equation

HRID 1428462 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.[C:12](Cl)(=[O:15])[CH:13]=[CH2:14].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCl>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12](=[O:15])[CH:13]=[CH2:14])=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 70031-ChloronaphthaleneHCID 13140Acryloyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 866732311-(5-Chloro-2-naphthalenyl)-2-propen-1-oneYield 113.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-chloronaphthalene (183 mg), acryloyl chloride (120 mg), and aluminium chloride (150 mg) were reacted in dichloromethane (1.5 mL) at from −40° C. to room temperature for 2 hours. The resultant was treated in the same manner as described in Example 1 to obtain the title compound (277 mg).

Workup

  1. additionThe resultant was treated in the same manner

Sources & evidence

ORD record
ord-157d8eeeec514dfcb7d27766edf2eada
Source dataset
uspto-grants-2015_01
Patent number
US08937091B2

Reaction notes

Loading…