Glyoxylic Acid → 58207-08-2

HRID 1977491Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1977491
[C:1]([OH:5])(=[O:4])[CH:2]=O.C([N:15](CC1C=CC(OC)=CC=1)C)C1C=CC(OC)=CC=1.[C:26]1([CH:32]=[CH:33]B(O)O)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C1(C)C=CC=CC=1>[NH2:15][CH:2](/[CH:33]=[CH:32]/[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:1]([OH:5])=[O:4]

Komponenten

5

Edukt 3

HCID 760Glyoxylic AcidHCID 27343812-Phenylvinylboronic acidHCID 19866082HCID 19866082, Verbindung

Produkt 1

HCID 588530958207-08-2Ausbeute 202,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a stirred solution of glyoxylic acid (110 mg, 1.2 mmol) in toluene (12 mL) was added di-(p-anisyl)-methylamine (291 mg, 1.2 mmol) in one portion. After 1 min, 2-phenylethenyl boronic acid (177 mg, 1.2 mmol) was added and the reaction mixture was stirred vigorously for 12 hours. The precipitated product was isolated by filtration, washed with dichloromethane (15 mL), toluene (10 mL) and dried under vacuum to give the expected product (430 mg, 89% yield). 1H-NMR (360 MHz, CD3OH) d 6.8-7.5 (m, 13H), 6.60 (d, J=15.5 Hz, 1H), 6.25 (dd, J=15.5 Hz, 9.5 Hz, 1H), 5.49 (s, 1H), 4.00 (d, J=9.5 Hz, 1H), 3.75 (s, 6H), 2.3 (s, 1H).

Aufarbeitung

  1. customThe precipitated product was isolated by filtration
  2. washwashed with dichloromethane (15 mL), toluene (10 mL)
  3. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-0bfb312c17aa449aa1541e20b4aa9604
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06232467B1

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