Water → 2',5-Dichloro-2-methylaminobenzhydrol

HRID 617085Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 617085
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[O:20])[C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[NH:18][CH3:19].O>O1CCCC1>[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]([OH:20])[C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[NH:18][CH3:19]

Komponenten

5

Edukt 3

HCID 962Water2×HCID 21833Benzophenone, 2',5-dichloro-2-methylamino-HCID 4311764Sodium borohydride

Produkt 1

HCID 124217352',5-Dichloro-2-methylaminobenzhydrolAusbeute 97,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a suspension of sodium borohydride (1.2 g) in tetrahydrofuran (10 ml), a solution of 2', 5-dichloro-2-methylaminobenzophenone (3.12 g) in tetrahydrofuran (20 ml) is added dropwise. The resultant mixture is mixed with water (5 ml) and stirred at room temperature overnight. The reaction mixture is mixed with a small amount of water and evaporated under reduced pressure to remove the solvent. The residue is made to pH 8-9 with dilute hydrochloric acid and shaken with chloroform. The organic layer is dried and evaporated to give 2',5-dichloro-2-methylaminobenzhydrol (3.05 g). This substance is recrystallized from ether/n-hexane to give crystals melting at 105.5° to 106.5° C. The yield is 97.1 %.

Aufarbeitung

  1. customevaporated under reduced pressure
  2. customto remove the solvent
  3. stirringshaken with chloroform
  4. customThe organic layer is dried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d8f9d5d01c834c4c8e15995299f7b992
Quelldatensatz
uspto-grants-1978_02
Patentnummer
US04076705

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