Water → Phenacyl 4-hydroxymethylphenoxyacetate

HRID 865444Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 865444
[OH:1][CH2:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1.Br[CH2:15][C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:17].C(N(CC)CC)C.O>CN(C=O)C>[OH:1][CH2:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][C:9]([O:11][CH2:15][C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:17])=[O:10])=[CH:5][CH:4]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6259Phenacyl bromideHCID 8471TriethylamineHCID 1942914-Hydroxymethylphenoxyacetic acid

Produkt 1

HCID 11954711Phenacyl 4-hydroxymethylphenoxyacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

182 g of 4-hydroxymethylphenoxyacetic acid and 199 g of α-bromoacetophenone are dissolved in 600 ml of dry DMF, and then, at 0° C., 138 ml of triethylamine are rapidly added dropwise. The mixture is allowed to reach room temperature, and is stirred overnight. The DMF solution is poured into 3.5 1 of water, and the aqueous phase is extracted with ethyl acetate. The organic phase is washed with water, dried over sodium sulfate and concentrated. The product precipitates out on evaporation. It is filtered off with suction, washed with ethyl acetate/n-hexane 1:1 and dried under high vacuum.

Aufarbeitung

  1. customto reach room temperature
  2. extractionthe aqueous phase is extracted with ethyl acetate
  3. washThe organic phase is washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customThe product precipitates out on evaporation
  7. filtrationIt is filtered off with suction
  8. washwashed with ethyl acetate/n-hexane 1:1
  9. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1d4d0bea01b145a0afbc224b7d555354
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05565606

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