Water → 443982-73-8

HRID 2252344Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2252344
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:14][CH3:15])[C:10]=1[CH:11]([CH3:13])[CH3:12])[CH2:6]O.P(Br)(Br)[Br:17].O>CCOCC>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:14][CH3:15])[C:10]=1[CH:11]([CH3:13])[CH3:12])[CH2:6][Br:17]

Komponenten

5

Edukt 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 46928175(3,5-dimethoxy-4-propan-2-yl-phenyl)methanol

Produkt 1

HCID 66842814443982-73-8Ausbeute 175,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To 3,5-Dimethoxy-4-i-propylbenzyl alcohol (12.57 g, 59.8 mmol) in dry ether (100 mL) at 0° C. was added PBr3 (3.0 mL, 31.2 mmol) dropwise under nitrogen. The reaction was monitored by TLC. After the reaction was completed (˜4 h), water (180 mL) was added. The organic layer was separated and the aqueous layer was extracted with ether (3×50 mL). The extract was washed with water (20 mL), sat. Na2CO3 (20 mL), water (20 mL) and brine (20 mL), and dried over anhydrous sodium sulfate. Evaporation of the solution yielded pure bromide (14.93 g, 91.4%) as a white solid. 1HNMR (CDCl3, ppm): δ 1.29 (d, J=7.1 Hz, 6H), 3.64 (hept, J=7.1 Hz, 1H), 3.84 (s, 6H), 4.50 (s, 2H), 6.60 (s, 2H).

Aufarbeitung

  1. additionwas added
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with ether (3×50 mL)
  4. washThe extract was washed with water (20 mL), sat. Na2CO3 (20 mL), water (20 mL) and brine (20 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. customEvaporation of the solution

Quellen und Nachweise

ORD-Eintrag
ord-142c063c6097424fb06b9f88b3fa8fef
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07321050B2

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