Phenol → N-(2-fluoro-4-trifluoromethylphenyl)valin

HRID 648297Notes

Reaction equation

HRID 648297 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[N:12]1[CH:16]([CH:17]([CH3:19])[CH3:18])[C:15](=[O:20])[O:14]C1=O.C1(O)C=CC=CC=1>>[F:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[NH:12][C@H:16]([C:15]([OH:20])=[O:14])[CH:17]([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 996PhenolHCID 204827373-(2-Fluoro-4-trifluoromethylphenyl)-4-isopropyloxazolidine-2,5-dione

Product 1

HCID 53766748N-(2-fluoro-4-trifluoromethylphenyl)valin

Procedure

3-(2-Fluoro-4-trifluoromethylphenyl)-4-isopropyloxazolidine-2,5-dione is reacted with phenol using the procedure of Example 75 to give the phenyl ester of N-(2-fluoro-4-trifluoromethylphenyl)valine, which is reacted with NaHS using the method of Hirakayaski et al., Bull. Chem. Soc. Japan 38, 320 (1965) to give the sodium salt of the thioacid. ##STR27##

Sources & evidence

ORD record
ord-ba7cfefb609c4ee7ae1a19a453089c46
Source dataset
uspto-grants-1983_10
Patent number
US04411912

Reaction notes

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