Sodium hydride → 2-Bromo-N-(4-methoxy-benzyl)-N-(2-methyl-allyl)-5-nitro-benzamide

Participants

Role	Name	HCID	Charge
Reactant	Sodium hydride	HCID 24758	—
Reactant	3-Bromo-2-methyl-1-propene	HCID 357785	—
Reactant	N-(4-methoxybenzyl)-2-bromo-5-nitrobenzamide	HCID 21959423	—
Solvent	Dimethylformamide	HCID 6228	—
Product	2-Bromo-N-(4-methoxy-benzyl)-N-(2-methyl-allyl)-5-nitro-benzamide	HCID 21959376	—

Reaction Conditions

Temperature	0 °C

Reaction Steps

To a suspension of NaH (1.22 g) in DMF (130 ml) was added 2-bromo-N-(4-methoxy-benzyl)-5-nitro-benzamide (6.2 g) in DMF (60 ml) at −78 C. The mixture was warmed to 0° C., 3-bromo-2-methyl-propene (4.57 g) was added and the mixture was stirred for 2 h at 0° C. The reaction was poured into ice water, extracted with EtOAc (2×400 ml), dried over MgSO4, filtered and concentrated to a DMF solution which was used without further purification.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08642624B2
Source dataset	uspto-grants-2014_02
ORD ID	ord-e4fd03485d574a58a9054be83c793b1b
Source note	uspto-grants-2014_02