Sodium hydride → 2,3-Dihydro-2-trifluoroacetyl-1h-benz[de]isoquinoline

HRID 1068559Notes

Reaction equation

HRID 1068559 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([NH2:5])=[O:4].Br[CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][C:18]=2[CH2:20]Br)[CH:13]=[CH:12][CH:11]=1.[H-].[Na+]>CN(C=O)C>[F:1][C:2]([F:7])([F:6])[C:3]([N:5]1[CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[C:14]3[C:19]=2[C:18](=[CH:17][CH:16]=[CH:15]3)[CH2:20]1)=[O:4]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 67717TrifluoroacetamideHCID 2912081,8-Bis(bromomethyl)naphthalene

Product 1

HCID 211895902,3-Dihydro-2-trifluoroacetyl-1h-benz[de]isoquinoline

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Trifluoroacetamide (10 mmol) is reacted with 1,8-bis(bromomethyl)naphthalene (10 mmol) and sodium hydride (10 mmol) in DMF according to the procedure of Wright et al (Biochim. Biophys. Acta 1990, 1040, 95-101) to afford the title compound.

Sources & evidence

ORD record
ord-83b03a2002d44af7ae0504b759e013df
Source dataset
uspto-grants-2001_06
Patent number
US06251890B1

Reaction notes

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