HCID 66617859, compound → HCID 66617920, compound

HRID 2200304Notes

Reaction equation

HRID 2200304 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-62a0d55bce28480b943c6dc386dd5ad4
Source dataset
uspto-grants-2016_06
Patent number
US09359340B2

Reaction notes

Loading…