Benzenesulfonic acid 3-benzyloxy-5-methylphenyl ester → Benzenesulfonic acid 3-hydroxy-5-methylphenyl ester

HRID 482113

Reaktionsgleichung

Reaktionsgleichung von HRID 482113
C([O:8][C:9]1[CH:10]=[C:11]([O:16][S:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)(=[O:19])=[O:18])[CH:12]=[C:13]([CH3:15])[CH:14]=1)C1C=CC=CC=1>[Pd].C(O)C>[OH:8][C:9]1[CH:10]=[C:11]([O:16][S:17]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)(=[O:19])=[O:18])[CH:12]=[C:13]([CH3:15])[CH:14]=1

Komponenten

4

Edukt 1

HCID 54005214Benzenesulfonic acid 3-benzyloxy-5-methylphenyl ester

Produkt 1

HCID 11054545Benzenesulfonic acid 3-hydroxy-5-methylphenyl esterAusbeute 98,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of benzenesulfonic acid 3-benzyloxy-5-methylphenyl ester (532 mg, 1.5 mmol), as prepared in the preceding step, and 10% palladium on carbon (200 mg) in ethanol (20 mL) was hydrogenated (balloon) overnight. The catalyst was removed by filtering over diatomaceous earth and the filtrate was evaporated in vacuo to give the title compound as a colorless syrup (390 mg, 98%). 1H-NMR (300 MHz, CDCl3 /CD3OD) δ 2.19 (s, 3H), 6.27 (s, 1H), 6.54 (s, 1H), 6.66 (s 1H), 7.43 (m, 1H), 7.55 (t, 1H), 7.70 (t, 1H), 7.85 (m, 2H).

Aufarbeitung

  1. custom(balloon) overnight
  2. customThe catalyst was removed
  3. filtrationby filtering over diatomaceous earth
  4. customthe filtrate was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-07fbf5c563664a749808f9942eb4a60d
Quelldatensatz
uspto-grants-1998_08
Patentnummer
US05792769

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