Trifluoroacetic acid → HCID 69545711, compound

HRID 2086265Notes

Reaction equation

HRID 2086265 reaction equation
C([O:5][C:6]([CH2:8][N:9]([S:17]([C:20]1[CH:29]=[CH:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([Cl:30])[CH:26]=2)[CH:21]=1)(=[O:19])=[O:18])[CH2:10][CH:11]=[CH:12][C:13]([O:15][CH3:16])=[O:14])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>C1(C)C=CC=CC=1>[C:6]([CH2:8][N:9]([S:17]([C:20]1[CH:29]=[CH:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([Cl:30])[CH:26]=2)[CH:21]=1)(=[O:19])=[O:18])[CH2:10][CH:11]=[CH:12][C:13]([O:15][CH3:16])=[O:14])([OH:7])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69545867HCID 69545867, compound

Product 1

HCID 69545711HCID 69545711, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of methyl 4-[(tert-butoxycarbonylmethyl)(6-chloro-naphthalene-2-sulfonyl)amino]-2-butenoate (22.7 g) in toluene (30 ml) was combined with trifluoroacetic acid (30 ml) and stirred at room temperature for 1.5 hours. The reaction mixture was concentrated and the resultant residue was crystallized from ether-hexane to obtain methyl 4-[carboxymethyl(6-chloro-naphthalene-2-sulfonyl)amino]-2-butenate (19.35 g) as colorless crystals.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe resultant residue was crystallized from ether-hexane

Sources & evidence

ORD record
ord-e243c601a6134c3eb9b514476f20367a
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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