Benzyl Bromide → 5-Benzyloxy-2-chloro-nitrobenzene

HRID 2358718Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].Br[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([O:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

Reactant 2

HCID 7498Benzyl Bromide

HCID 691274-Chloro-3-nitrophenol

Product 1

HCID 110436225-Benzyloxy-2-chloro-nitrobenzene

Procedure

A solution of 4-chloro-3-nitro-phenol was reacted with Bromomethyl-benzene using the conditions described in Example 237C to provide 4-benzyloxy-1-chloro-2-nitro-benzene which was treated sequentially using the procedures from Examples 237D and 237E to provide 4-(2-amino-4-benzyloxy-phenylsulfanyl)-phenol.

Sources & evidence

ORD record: ord-bbeb0a776a9244688a23d2f1668b1fe1
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07763731B2

Reaction notes

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