HCID 66617859, compound → HCID 66617920, compound

HRID 559462Notes

Reaction equation

HRID 559462 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-37013004914946cd8bb17c00a6ab6ca0
Source dataset
uspto-grants-2011_11
Patent number
US08063050B2

Reaction notes

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