Trimethyl orthoformate → HCID 66985986, Verbindung

HRID 1752884Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1752884
[Br:1][C:2]1[C:3]([O:10][CH3:11])=[C:4]([CH:7]=[CH:8][CH:9]=1)C=O.CO[CH:14]([O:17][CH3:18])[O:15][CH3:16].ClS(O)(=O)=O>CO>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:4]([CH:14]([O:15][CH3:16])[O:17][CH3:18])[C:3]=1[O:10][CH3:11]

Komponenten

5

Edukt 3

HCID 9005Trimethyl orthoformateHCID 24638Chlorosulfonic acidHCID 110638083-Bromo-2-methoxybenzaldehyde

Produkt 1

HCID 66985986HCID 66985986, VerbindungAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3-Bromo-2-methoxybenzaldehyde (28 g, 130 mmol) was combined with trimethylorthoformate (27.5 g, 28.6 mL, 260 mmol) in methanol (150 mL) and then chlorosulfonic acid (0.5 mL) was added dropwise to the mixture. The mixture was stirred for 3 hours and then concentrated by rotoevaporation. The residue was partitioned between ethyl ether and 5% aqueous sodium bicarbonate and the organic layer was separated, washed with water and brine, dried over sodium sulfate and concentrated to give 1-bromo-3-dimethoxymethyl-2-methoxybenzene (27.5 g).

Aufarbeitung

  1. concentrationconcentrated by rotoevaporation
  2. customThe residue was partitioned between ethyl ether and 5% aqueous sodium bicarbonate
  3. customthe organic layer was separated
  4. washwashed with water and brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2f44ea355b194d209350d197adda4d8f
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09162986B2

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