Lithium Hydroxide → 3-{2-[(tert-Butoxycarbonyl)amino]ethoxy}benzoic acid

HRID 2172806Notes

Reaction equation

HRID 2172806 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=1)[C:15]([O:17]C)=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-].C1COCC1.C([O-])([O-])=O.[K+].[K+]>CO>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=1)[C:15]([OH:17])=[O:16])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 11430Potassium CarbonateHCID 18930691HCID 18930691, compound

Product 1

HCID 223974573-{2-[(tert-Butoxycarbonyl)amino]ethoxy}benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrolysis of methyl 3-(2-(tert-butoxycarbonylamino)ethoxy)benzoate following the method used in Example 9 except that LiOH and THF were used instead of K2CO3 and MeOH gave 3-(2-(tert-butoxycarbonylamino)ethoxy)benzoic acid that was used directly in next reaction without further purification.

Sources & evidence

ORD record
ord-cb7f18694dc144488128354b0c41c247
Source dataset
uspto-grants-2015_06
Patent number
US09056849B2

Reaction notes

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