HCID 66617859, compound → HCID 66617920, compound

HRID 532798Notes

Reaction equation

HRID 532798 reaction equation
[C:1]([NH:5][CH2:6][CH:7]([C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1)[C:8]([O:10]C)=[O:9])([CH3:4])([CH3:3])[CH3:2].O([Si](C)(C)C)[K:20]>C1COCC1>[C:1]([NH:5][CH2:6][CH:7]([C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1)[C:8]([O-:10])=[O:9])([CH3:4])([CH3:2])[CH3:3].[K+:20]

Participants

4

Reactant 2

HCID 66617859HCID 66617859, compoundHCID 178504318HCID 178504318, compound

Product 1

HCID 66617920HCID 66617920, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 3-(tert-butylamino)-2-(4-chlorophenyl)propanoate (1.00 g, 3.71 mmol) in THF (15 mL) was treated with KOTMS (555 mg, 3.89 mmol) at room temperature. The reaction was allowed to stir 18 hours to completion, and the mixture was concentrated in vacuo. The residue was placed under high vacuum for three hours to afford the near-pure potassium 3-(tert-butylamino)-2-(4-chlorophenyl)propanoate (1.06 g, 97%) as a white solid. This material was used without purification. LCMS (APCI+) m/z 256.0 [M+H]+.

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. waitThe residue was placed under high vacuum for three hours

Sources & evidence

ORD record
ord-e81607e0af62491b9ce716159689b461
Source dataset
uspto-grants-2014_10
Patent number
US08853199B2

Reaction notes

Loading…