Potassium Hydroxide → HCID 67497698, compound

HRID 1919917Notes

Reaction equation

HRID 1919917 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]([C:10]1[CH:22]=[CH:21][C:13]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:12][CH:11]=1)[C:6]([O:8]C)=[O:7])[CH3:3].[OH-].[K+:24]>C1COCC1.CO>[C:17]([O:16][C:14]([C:13]1[CH:21]=[CH:22][C:10]([CH:5]([CH2:4][N:2]([CH3:3])[CH3:1])[C:6]([O-:8])=[O:7])=[CH:11][CH:12]=1)=[O:15])([CH3:19])([CH3:18])[CH3:20].[K+:24]

Participants

5

Reactant 2

HCID 14797Potassium Hydroxide2×HCID 57611912HCID 57611912, compound

Product 1

HCID 67497698HCID 67497698, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of tert-butyl 4-{1-[(dimethylamino)methyl]-2-methoxy-2-oxoethyl}benzoate (859 mg, 2.79 mmol) in THF (9 mL) and MeOH (3 mL) was added KOH (1N, 2.93 mL, 2.93 mmol). The reaction was stirred at room temperature for 30 minutes. An additional 100 μL of 1N KOH was added, and the solution was stirred for another 30 minutes. Concentration of the reaction mixture to dryness yielded potassium 2-[4-(tert-butoxycarbonyl)phenyl]-3-(dimethylamino)propanoate as a white solid that was carried on without purification. MS (EST) calcd [M+H]+ 294.1, found 294.1.

Workup

  1. stirringthe solution was stirred for another 30 minutes

Sources & evidence

ORD record
ord-6e95cd03e6ed45239348ff923724ee29
Source dataset
uspto-grants-2012_05
Patent number
US08168658B2

Reaction notes

Loading…