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Sodium Hydroxide → Tert-butyl 2-(2-(benzyloxy)-5-hydroxybenzamido)-4-phenylbenzoate

HRID 454619
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 454619
[OH-].[Na+].C([O:6][C:7]1[CH:8]=[CH:9][C:10]([O:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[C:11]([CH:34]=1)[C:12]([NH:14][C:15]1[CH:27]=[C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:25]=[CH:24][C:16]=1[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[O:13])(=O)C>CO.O1CCOCC1>[CH2:36]([O:35][C:10]1[CH:9]=[CH:8][C:7]([OH:6])=[CH:34][C:11]=1[C:12]([NH:14][C:15]1[CH:27]=[C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:25]=[CH:24][C:16]=1[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[O:13])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 66990376Tert-butyl 2-(5-acetoxy-2-(benzyloxy)benzamido)-4-phenylbenzoate

Produkt 1

HCID 66990772Tert-butyl 2-(2-(benzyloxy)-5-hydroxybenzamido)-4-phenylbenzoateAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 312751,4-Dioxane
Lösungsmittel

Versuchsvorschrift

A 2.0 mol/L aqueous solution of sodium hydroxide (1.6 mL) was added to a solution mixture of tert-butyl 2-(5-acetoxy-2-(benzyloxy)benzamido)-4-phenylbenzoate (0.58 g) in methanol (3.0 mL) and dioxane (2.0 mL), followed by stirring at room temperature for 30 minutes. The solvent was evaporated under reduced pressure, and water and chloroform were added to the residue, followed by adjusting the pH to 4.0 with 2.0 mol/L hydrochloric acid. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 0.52 g of tert-butyl 2-(2-(benzyloxy)-5-hydroxybenzamido)-4-phenylbenzoate as a white solid.

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure, and water and chloroform
  2. additionwere added to the residue
  3. customThe organic layer was separated
  4. washwashed with a saturated aqueous solution of sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4df4b23100ff4496b87a3e91d8a4fc26
Quelldatensatz
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08492582B2

Notizen zur Reaktion

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