4-Methyl-2-nitrobenzoic acid → (4-Methyl-2-nitrophenyl)methanol

HRID 1969004

Reaktionsgleichung

Reaktionsgleichung von HRID 1969004
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1>O1CCCC1>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1

Komponenten

3

Edukt 1

HCID 2550274-Methyl-2-nitrobenzoic acid

Produkt 1

HCID 53405041(4-Methyl-2-nitrophenyl)methanolAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of 4-methyl-2-nitrobenzoic acid (5 g, 27.6 mmol) in tetrahydrofuran (THF) (27 mL) was added borane tetrahydrofuran complex (35.9 mL, 35.9 mmol) and the mixture stirred at reflux for 3 hours. After cooling, the reaction mixture was extracted with water and DCM. The combined organic layers were dried over MgSO4 and then evaporated to dryness to give the alcohol (D139) as a pale yellow solid (4.52 g, 98%) which was used without further purification.

Aufarbeitung

  1. temperatureat reflux for 3 hours
  2. temperatureAfter cooling
  3. extractionthe reaction mixture was extracted with water and DCM
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-cd0d636621cf4a10a9f4ea2c557b7737
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08426443B2

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