Ethanol hydrochloride → Ethyl 2-(3-(cyclopropylmethoxy)-4-nitrophenyl)acetate

HRID 385399Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 385399
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH2:15][C:16]([OH:18])=[O:17])[CH:9]=[CH:10][C:11]=2[N+:12]([O-:14])=[O:13])[CH2:3][CH2:2]1.[CH2:19](O)[CH3:20].Cl>>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:9]=[CH:10][C:11]=2[N+:12]([O-:14])=[O:13])[CH2:2][CH2:3]1

Komponenten

3

Edukt 2

HCID 21887872Ethanol hydrochlorideHCID 579955402-(3-(Cyclopropylmethoxy)-4-nitrophenyl)acetic acid

Produkt 1

HCID 57995474Ethyl 2-(3-(cyclopropylmethoxy)-4-nitrophenyl)acetate

Versuchsvorschrift

2-(3-(cyclopropylmethoxy)-4-nitrophenyl)acetic acid (40 g, 143 mmol) was dissolved in 20% EtOH—HCl solution (200 ml) and refluxed for 3 h to convert the starting material to ester. The volatiles were removed under reduced pressure and the residue was extracted with ethyl acetate (×2). The combined organic extracts were washed with water, dried (Na2SO4), filtered and concentrated under reduced pressure. The crude material was purified by re crystallization to ethyl 2-(3-(cyclopropylmethoxy)-4-nitrophenyl)acetate (38 g) as pale yellow solid.

Aufarbeitung

  1. temperaturerefluxed for 3 h
  2. customThe volatiles were removed under reduced pressure
  3. extractionthe residue was extracted with ethyl acetate (×2)
  4. washThe combined organic extracts were washed with water
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe crude material was purified by re crystallization to ethyl 2-(3-(cyclopropylmethoxy)-4-nitrophenyl)acetate (38 g) as pale yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-c1582c16a555434ba277451c80134e2e
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367863B2

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