Tetrahydrofuran → HCID 13092030, compound

HRID 434832Notes

Reaction equation

HRID 434832 reaction equation
Cl.[OH:2][CH:3]([C:9]1[C:14]([F:15])=[CH:13][CH:12]=[CH:11][C:10]=1[F:16])[C:4](=[NH:8])[O:5]CC.[O:17]1CCC[CH2:18]1>>[F:15][C:14]1[CH:13]=[CH:12][CH:11]=[C:10]([F:16])[C:9]=1[CH:3]1[O:2][C:18](=[O:17])[NH:5][C:4]1=[O:8]

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 13091992HCID 13091992, compound

Product 1

HCID 13092030HCID 13092030, compound

Procedure

By the procedure of Example 89, ethyl 1-hydroxy-1-(2,6-difluorophenyl)methanecarboximidate hydrochloride (12 g., 0.048 mole) in 500 ml. of tetrahydrofuran was converted to crude product. The crude was recrystallized from about 60 ml. of isopropanol to yield purified 5-(2,6-difluorophenyl)oxazolidine-2,4-dione [5.8 g., 57%; m.p. 196°-198° C., m/e 213 ir (KBr) 3175, 1812, 1739, 1361, 1152 cm-1 ].

Workup

  1. customThe crude was recrystallized from about 60 ml
  2. customof isopropanol to yield
  3. custompurified 5-(2,6-difluorophenyl)oxazolidine-2,4-dione [5.8 g., 57%; m.p. 196°-198° C., m/e 213 ir (KBr) 3175, 1812, 1739, 1361, 1152 cm-1 ]

Sources & evidence

ORD record
ord-bf28e42a1cd14209833c37bf81ad9c6b
Source dataset
uspto-grants-1983_08
Patent number
US04399296

Reaction notes

Loading…