Formic Acid → tert-Butyl {(phenylsulphonyl)[3-(trifluoromethyl)phenyl]methyl}carbamate

HRID 2402766

Reaktionsgleichung

Reaktionsgleichung von HRID 2402766
[C:1](=[O:8])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])[NH2:2].[C:9]1([S:15]([O-:17])=[O:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[Na+].[F:19][C:20]([F:30])([F:29])[C:21]1[CH:22]=[C:23]([CH:27]=O)[CH:24]=[CH:25][CH:26]=1.C(O)=O>CO.O>[C:9]1([S:15]([CH:27]([NH:2][C:1](=[O:8])[O:3][C:4]([CH3:7])([CH3:6])[CH3:5])[C:23]2[CH:24]=[CH:25][CH:26]=[C:21]([C:20]([F:19])([F:29])[F:30])[CH:22]=2)(=[O:17])=[O:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

6

Edukt 4

HCID 284Formic AcidHCID 679903-(Trifluoromethyl)benzaldehydeHCID 77922tert-Butyl carbamateHCID 2723840Benzenesulfinic acid, sodium salt

Produkt 1

HCID 59536907tert-Butyl {(phenylsulphonyl)[3-(trifluoromethyl)phenyl]methyl}carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22242641Methanol--water (1/1)Lösungsmittel

Versuchsvorschrift

A quantity of 4.49 g (38.29 mmol) of tert-butyl carbamate and 12.57 g (76.57 mmol) of sodium benzenesulphinate were introduced in 110 ml of methanol/water 1:2 and admixed in succession with 10 g (57.43 mmol) of 3-(trifluoromethyl)benzenecarbaldehyde and 2.87 ml (76.09 mmol) of formic acid. The mixture was stirred at RT for 30 h. The precipitated product was isolated by filtration, washed in succession with water and diethyl ether and sucked dry. Further drying in an HV gave 11.2 g (47% of theory) of the title compound.

Aufarbeitung

  1. customThe precipitated product was isolated by filtration
  2. washwashed in succession with water and diethyl ether
  3. customsucked dry
  4. customFurther drying in an HV

Quellen und Nachweise

ORD-Eintrag
ord-34357928367c46b6b1bbcaa14f0b5c38
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08796324B2

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