Toluene → 5,7-dimethyl-2-oxo-3(2H)-Benzoxazoleacetic acid

HRID 656841Notes

Reaction equation

HRID 656841 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH3:20])[C:5]2[O:9][C:8](=[O:10])[N:7]([CH2:11][C:12]([O:14]C(C)(C)C)=[O:13])[C:6]=2[CH:19]=1.C1(C)C=CC=CC=1>ClCl>[CH3:1][C:2]1[CH:3]=[C:4]([CH3:20])[C:5]2[O:9][C:8](=[O:10])[N:7]([CH2:11][C:12]([OH:14])=[O:13])[C:6]=2[CH:19]=1

Participants

4

Reactant 2

HCID 1140TolueneHCID 57436180tert-Butyl (5,7-dimethyl-2-oxo-1,3-benzoxazol-3(2H)-yl)acetate

Product 1

HCID 184426555,7-dimethyl-2-oxo-3(2H)-Benzoxazoleacetic acid

Reagents, catalysts & solvents 1

HCID 24526ChlorineSolvent

Procedure

A solution of the tert-butyl (5,7-dimethyl-2-oxo-1,3-benzoxazol-3(2H)-yl)acetate from Step B in CH2 Cl2 (0.7 mL) and CF3 CO2H (0.3 mL) was stood at ambient temperature for 2 h. Toluene (5 mL) was added and the mixture was concentrated in vacuo to give the title compound as a dark solid. MS: m/z=222 (M+1).

Workup

  1. concentrationthe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-be36fa0046294b13acfaeef2bb605338
Source dataset
uspto-grants-2011_12
Patent number
US08071772B2

Reaction notes

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