4-Amino-3-methylbenzoic acid → 4-{[(Tert-butoxy)carbonyl]amino}-3-methylbenzoic acid

HRID 383064Notes

Reaction equation

HRID 383064 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[CH3:11].[C:12](NC1C=CC(C(O)=O)=CC=1)([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13]>>[C:12]([NH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[CH3:11])([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13]

Participants

3

Reactant 2

HCID 755984-Amino-3-methylbenzoic acidHCID 27559314-{[(Tert-butoxy)carbonyl]amino}benzoic acid

Product 1

HCID 154320294-{[(Tert-butoxy)carbonyl]amino}-3-methylbenzoic acid

Procedure

4-Amino-3-methylbenzoic acid (5 g, 33.1 mmol) was reacted according to the same procedure as that used in the process for preparing N-BOC-4-aminobenzoic acid. The resulting orange-brown solid was recrystallized from ethyl acetate and hexanes to provide the desired product (4.99 g) as tan prismatic crystals: m.p. 180-182° C.;

Workup

  1. customThe resulting orange-brown solid was recrystallized from ethyl acetate and hexanes

Sources & evidence

ORD record
ord-c9efbc9b39db4d63a3aea5f0da4e858a
Source dataset
uspto-grants-2001_10
Patent number
US06310095B1

Reaction notes

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