Sodium Hydroxide → 1-[(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-acetic acid

HRID 48570Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 48570
C[O:2][C:3](=[O:36])[CH2:4][C:5]1([CH:11]2[CH2:20][CH2:19][C:18]3[C:13](=[CH:14][C:15]([O:23][CH3:24])=[C:16]([O:21][CH3:22])[CH:17]=3)[CH:12]2[CH2:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[C:28]([O:34][CH3:35])[CH:27]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH2:6]1.[OH-].[Na+]>O1CCOCC1.CO>[CH3:35][O:34][C:28]1[CH:27]=[C:26]([CH:31]=[CH:30][C:29]=1[O:32][CH3:33])[CH2:25][CH:12]1[C:13]2[C:18](=[CH:17][C:16]([O:21][CH3:22])=[C:15]([O:23][CH3:24])[CH:14]=2)[CH2:19][CH2:20][CH:11]1[C:5]1([CH2:4][C:3]([OH:36])=[O:2])[CH:6]=[CH:7][CH:8]=[CH:9][CH2:10]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 697601251-[(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-acetic acid methyl ester

Produkt 1

HCID 697588751-[(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-acetic acidAusbeute 105.426,297 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21966525Dioxane MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1-[(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-acetic acid methyl ester (5.85 g, 0.011 mmol) in a mixture dioxane/MeOH (4/3) (160 ml) was added dropwise 2M NaOH(aq) (81 ml). The resulting mixture was stirred at RT for 20 h under nitrogen. The mixture was then concentrated in vacuo, combined with water and AcOEt. The aqueous phase was acidified until pH 1 with 2N HCl, extracted three times with with CH2Cl2, the combined organic phases were dried over anhydrous MgSO4, filtered and concentrated to give the titled product (5.55 g, 97%) as yellow-green crystals.

Aufarbeitung

  1. concentrationThe mixture was then concentrated in vacuo
  2. extractionextracted three times with with CH2Cl2
  3. dry with materialthe combined organic phases were dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-082b9be9dcda465b9bdf248233b3d72a
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06703392B2

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