N-methanesulfonyl-6-hydroxymethylindole → 5-Bromomethyl-1-chloro-2-methyl-3-nitrobenzene

HRID 618247Notes

Reaction equation

HRID 618247 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:12]O)[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[CH3:8].CS(N1C2C(=CC=C(C[Br:28])C=2)C=C1)(=O)=O.CS(N1C2C(=CC=C(CO)C=2)C=C1)(=O)=O>>[Br:28][CH2:12][C:4]1[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]([CH3:8])=[C:2]([Cl:1])[CH:3]=1

Participants

4

Reactant 3

HCID 18789614N-methanesulfonyl-6-hydroxymethylindoleHCID 18789641N-methanesulfonyl-6-bromomethylindoleHCID 18789738(3-Chloro-4-methyl-5-nitrophenyl)methanol

Product 1

HCID 187896735-Bromomethyl-1-chloro-2-methyl-3-nitrobenzene

Procedure

5-Bromomethyl-1-chloro-2-methyl-3-nitrobenzene was prepared from (3-chloro-4-methyl-5-nitrophenyl)methanol in a manner similar to that described in Example 10 for the preparation of N-methanesulfonyl-6-bromomethylindole from N-methanesulfonyl-6-hyroxymethyl indole.

Sources & evidence

ORD record
ord-43b921327faf4ed4a52e62a784e02be2
Source dataset
uspto-grants-1999_09
Patent number
US05952362

Reaction notes

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