Sodium Hydroxide → 2,5-Bis(benzyloxy)phenol

HRID 31213Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 31213
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][C:10]=1[O:23]C(=O)C)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][C:10]=1[OH:23])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 69017220Acetic acid 2,5-bis(benzyloxy)phenyl ester

Produkt 1

HCID 155069722,5-Bis(benzyloxy)phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of acetic acid 2,5-bis(benzyloxy)phenyl ester (1.85 g) and 5M sodium hydroxide solution (10.6 ml) in ethanol (11 ml) was heated under reflux for 6.5 hrs. After ethanol was evaporated under reduced pressure the clear solution was made acidic with diluted hydrochloric acid. The precipitated product was collected by filtration, washed with cold water and dried under reduced pressure. Yield is 0.56 g. 1H NMR (DMSO-d6) δ=4.97 (s, 2H), 5.01 (s, 2H), 6.34 (dd, J=3.1, 8.8 Hz, 1H), 6.49(d, J=3.1 Hz, 1H), 6.85 (d, J=8.8 Hz, 1H), 7.28-7.46 (m, 10H), 9.1 (br s, 1H).

Aufarbeitung

  1. temperatureunder reflux for 6.5 hrs
  2. customAfter ethanol was evaporated under reduced pressure the clear solution
  3. filtrationThe precipitated product was collected by filtration
  4. washwashed with cold water
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1109bf4f454b4714b0b8984e3b4cffa9
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07425568B2

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