Triethyl orthoacetate → HCID 22217732, compound

HRID 431044Notes

Reaction equation

HRID 431044 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[CH:5]=[C:4]([N+:12]([O-:14])=[O:13])[C:3]=1[OH:15].[C:16](OCC)(OCC)(OCC)[CH3:17]>>[C:8]([C:6]1[CH:5]=[C:4]([N+:12]([O-:14])=[O:13])[C:3]2[O:15][C:16]([CH3:17])=[N:1][C:2]=2[CH:7]=1)([CH3:9])([CH3:10])[CH3:11]

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 22217957HCID 22217957, compound

Product 1

HCID 22217732HCID 22217732, compound

Conditions

Temperature
100 °C

Procedure

2-Amino-4-tert-butyl-6-nitrophenol was dissolved in triethyl orthoacetate (10 mL). The reaction mixture was stirred overnight at 100° C. Evaporation of volatiles in vacuo afforded 5-tert-butyl-2-methyl-7-nitrobenzoxazole (110 mg).

Workup

  1. customEvaporation of volatiles in vacuo

Sources & evidence

ORD record
ord-199effb8df0a4609b0b099279dd0dedc
Source dataset
uspto-grants-2003_12
Patent number
US06656933B2

Reaction notes

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