alpha-Chloro-m-nitrotoluene → HCID 54348374, compound

HRID 1459618Notes

Reaction equation

HRID 1459618 reaction equation
[O:1]([CH2:9][CH2:10][CH:11]1[C:16](=[O:17])[NH:15][C:14]2[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=2[O:12]1)[Si](C(C)(C)C)(C)C.[N+:22]([C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28]Cl)([O-:24])=[O:23]>>[OH:1][CH2:9][CH2:10][CH:11]1[C:16](=[O:17])[N:15]([CH2:28][C:27]2[CH:30]=[CH:31][CH:32]=[C:25]([N+:22]([O-:24])=[O:23])[CH:26]=2)[C:14]2[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=2[O:12]1

Participants

3

Reactant 2

HCID 12078alpha-Chloro-m-nitrotolueneHCID 120480202-[2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]-2H-1,4-benzoxazin-3(4H)-one

Product 1

HCID 54348374HCID 54348374, compound

Procedure

The intermediate silyl protected alcohol was prepared from 2-(2-tert-butyldimethylsiloxyethyl)-3,4-dihydro-3-oxo-2H-1,4-benzoxazine by Method F, alkylating with 3-nitrobenzyl chloride. Deprotection to the indicated product was carried out by method I.

Sources & evidence

ORD record
ord-ae13731806f24f4791b64173bae6c06e
Source dataset
uspto-grants-1998_12
Patent number
US05854242

Reaction notes

Loading…