Hydrochloric Acid → Methyl 2-[2-(chloromethyl)phenyl]acetate

HRID 132341

Reaktionsgleichung

Reaktionsgleichung von HRID 132341
[ClH:1].[CH2:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][C:4](=[O:12])[O:3]1.[CH3:13]O>O>[Cl:1][CH2:2][C:11]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:5][C:4]([O:3][CH3:13])=[O:12]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 780921,4-dihydro-3H-2-benzopyran-3-one

Produkt 1

HCID 9855748Methyl 2-[2-(chloromethyl)phenyl]acetateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Hydrogen chloride gas was bubbled though a solution of 3-isochromanone (1.2 g, 8.1 mmol) in methanol (30 mL) for 3 minutes. Reaction stirred at room temperature for 8 hours. Mixture was diluted with water (70 mL). Mixture was extracted with dichloromethane (2×40 mL). Combined organic layers were washed with brine (20 mL). Mixture was dried (magnesium sulfate), filtered and concentrated in vacuo. Title compound was obtained as clear colorless oil in 90% yield. 1H NMR (300 MHz, CDCl3): δ=7.40-7.26 (m, 4H), 4.67 (s, 2H), 3.80 (s, 2H), 3.69 (s, 3H).

Aufarbeitung

  1. customReaction
  2. extractionMixture was extracted with dichloromethane (2×40 mL)
  3. washCombined organic layers were washed with brine (20 mL)
  4. dry with materialMixture was dried (magnesium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-efa8ab42f209489097b4f784b4dd4f82
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384931B2

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