Methanol → (3-Bromo-4-methoxyphenyl)methanol

HRID 483816

Reaktionsgleichung

Reaktionsgleichung von HRID 483816
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5](O)=[O:6].B.CO>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH2:5][OH:6]

Komponenten

5

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

To a solution of 9.8 g (42 mmol) of 3-bromo-4-methoxybenzoic acid in THF (100 mL) was added 1M solution of borane in THF (130 mL) at r.t. under nitrogen. The resulting solution was then heated at 75° C. for 30 min. The reaction mixture was then cooled to r.t. and MeOH (0.5 mL) was slowly added. The mixture was concentrated and successively treated with MeOH (0.5 mL), evaporated (2×) and finally triturated with Et2O and filtered to yield the title product as a solid, m.p.: 49°-54° C.

Aufarbeitung

  1. temperatureThe reaction mixture was then cooled to r.t.
  2. concentrationThe mixture was concentrated
  3. additionsuccessively treated with MeOH (0.5 mL)
  4. customevaporated (2×)
  5. customfinally triturated with Et2O
  6. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-2f573df658cc4f0392b15634363b103d
Quelldatensatz
uspto-grants-1993_07
Patentnummer
US05227399

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