Water → HCID 70154017, Verbindung

HRID 1250100Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1250100
[CH3:1][O:2][C:3](=[O:14])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][OH:13])[CH:7]=1.[C:15]1([N:21]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22](Cl)=[O:23])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O>N1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:14])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][O:13][C:22](=[O:23])[N:21]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:7]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 65741N,N-Diphenylcarbamic chlorideHCID 21554300Acetic acid, 2-[3-(hydroxymethyl)phenoxy]-, methyl ester

Produkt 1

HCID 70154017HCID 70154017, VerbindungAusbeute 73,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

(3-Hydroxymethylphenoxy)acetic acid methyl ester (400 mg, 2 mmol) and diphenylcarbamyl chloride (580 mg, 2.5 mmol) were combined in pyridine (2 ml). The resultant yellow solution was allowed to stand for ten days under nitrogen. The mixture was then poured into water, extracted with dichloromethane, and evaporated. Purification of the residue by silica gel chromatography, eluting with 5% acetone/dichloromethane, gave {3-[(diphenyl-carbamoyloxy)methyl]phenoxy}acetic acid methyl ester as a colorless solid (575 mg, 73%).

Aufarbeitung

  1. waitto stand for ten days under nitrogen
  2. extractionextracted with dichloromethane
  3. customevaporated
  4. customPurification of the residue by silica gel chromatography
  5. washeluting with 5% acetone/dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-a032ae42ede2422c87a0821e26570e01
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06335459B1

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