3-Chloro-4-methoxybenzaldehyde → (3-Chloro-4-methoxyphenyl)methanol

HRID 1370123Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1370123
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=[O:6].[BH4-].[Na+]>C(O)C.O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH2:5][OH:6]

Komponenten

5

Edukt 2

HCID 786193-Chloro-4-methoxybenzaldehydeHCID 4311764Sodium borohydride

Produkt 1

HCID 4312004(3-Chloro-4-methoxyphenyl)methanolAusbeute 103,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 3-chloro-4-methoxybenzaldehyde (156 g) in a mixture of ethanol (750 ml) and tetrahydrofuran (500 ml) was added sodium borohydride (25 g) under ice-cooling. After stirring at ambient temperature for 2 hours, the mixture was partitioned between ethyl acetate and water. The organic layer was washed with water, 1N-hydrochloric acid, water, aqueous sodium bicarbonate and brine, successively, and dried over magnesium sulfate. Evaporation of the solvent gave 3-chloro-4-methoxybenzyl alcohol (164 g) as a yellow oil.

Aufarbeitung

  1. temperaturecooling
  2. customthe mixture was partitioned between ethyl acetate and water
  3. washThe organic layer was washed with water, 1N-hydrochloric acid, water, aqueous sodium bicarbonate and brine
  4. dry with materialsuccessively, and dried over magnesium sulfate
  5. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-ea69f3e61c184cff9f3e53575f5eecf5
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06582351B1

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