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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898982Generated: October 30, 2026

Water → 2-Chloro-3-benzyloxy-6-nitrotoluene

https://huagongshe.com/reaction/1898982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-3-methyl-4-nitrophenolHCID 13147355—
SolventDimethylformamideHCID 6228—
Product2-Chloro-3-benzyloxy-6-nitrotolueneHCID 2337305870.4%

Reaction Steps

A solution of 2-chloro-3-methyl-4-nitrophenol (30.0g, 0.160 mol) in sieve-dried DMF (650 ml) was treated with sodium hydride (50%, 8.44g, 0.176 mol) and then benzyl bromide (30.1 g, 0.176 mol), while stirring at 0° C. The mixture was stirred at room temperature for 16 hours, then poured into 3 litres of water to precipitate an orange-coloured solid, which was recrystallised from ethanol to give 2-chloro-3-benzyloxy-6-nitrotoluene (31.3 g) m.p. 73°-74.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05571833
Source datasetuspto-grants-1996_11
ORD IDord-264436ea6d934d9da8dff88e945d7637
Source noteuspto-grants-1996_11