Hydrochloric Acid → (R)-N-(2-Chloro-3-nitro-4-iodophenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide

HRID 2120370Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2120370
Cl.[Cl:2][C:3]1[C:8]([N+:9]([O-:11])=[O:10])=[C:7]([I:12])[CH:6]=[CH:5][C:4]=1[NH:13][C:14](=[O:26])[C@:15]([O:21][Si](C)(C)C)([CH3:20])[C:16]([F:19])([F:18])[F:17]>CO>[Cl:2][C:3]1[C:8]([N+:9]([O-:11])=[O:10])=[C:7]([I:12])[CH:6]=[CH:5][C:4]=1[NH:13][C:14](=[O:26])[C@:15]([OH:21])([CH3:20])[C:16]([F:18])([F:19])[F:17]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 69824807(R)-N-(2-chloro-3-nitro-4-iodophenyl)-2-trimethylsilyloxy-2-methyl-3,3,3-trifluoropropanamide

Produkt 1

HCID 69882875(R)-N-(2-Chloro-3-nitro-4-iodophenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamideAusbeute 95,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

2M Hydrochloric acid (2.5 ml) was added to a solution of (R)-N-(2-chloro-3-nitro-4-iodophenyl)-2-trimethylsilyloxy-2-methyl-3,3,3-trifluoropropanamide (Method 69) (1150 mg) in MeOH (25 ml) and the reaction mixture was stirred for 4 hours at ambient temperature. The volatile material was removed by evaporation and the residue was partitioned between EtOAc (150 ml) and water (75 ml). The organic phase was separated, washed with brine (75 ml) and dried. The volatile material was removed by evaporation to give the title compound (943 mg). NMR: 1.58 (s, 3H), 7.70 (d, 1H), 8.00 (d, 1H); m/z 437.

Aufarbeitung

  1. customThe volatile material was removed by evaporation
  2. customthe residue was partitioned between EtOAc (150 ml) and water (75 ml)
  3. customThe organic phase was separated
  4. washwashed with brine (75 ml)
  5. customdried
  6. customThe volatile material was removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-8d96ea256d0343199d7ffdf3bf6c278f
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06689909B1

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