Dimethyl 3,3'-(naphthalene-2,7-diyl)dibenzoate → 3,3'-(Naphthalene-2,7-diyl)dibenzoic acid

HRID 1484216Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1484216
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=3)[C:14]([O:16]C)=[O:15])[CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:21]1[CH:22]=[C:23]([CH:28]=[CH:29][CH:30]=1)[C:24]([O:26]C)=[O:25]>C1COCC1.CO.[OH-].[Na+]>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=3)[C:14]([OH:16])=[O:15])[CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:21]1[CH:22]=[C:23]([CH:28]=[CH:29][CH:30]=1)[C:24]([OH:26])=[O:25]

Komponenten

5

Edukt 1

HCID 71283629Dimethyl 3,3'-(naphthalene-2,7-diyl)dibenzoate

Produkt 1

HCID 706984423,3'-(Naphthalene-2,7-diyl)dibenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

2.0 g of dimethyl 3,3′-(naphthalene-2,7-diyl)dibenzoate was dissolved in 60 mL of mixed solvent of THF and MeOH (v/v=1:1), 20 mL of 2N NaOH aqueous solution was added. The mixture was stirred at room temperature overnight. After the organic phase was removed, the aqueous phase was acidified with dilute hydrochloric acid to give white precipitate, which was filtered and washed with water several times. Yield: 1.71 g, 92%. 1H NMR (300 MHz, DMSO-d6): δ 7.65 (t, 2H), 7.92 (d, 2H), 7.98 (d, 2H), 8.09 (m, 4H), 8.38 (m, 2H), 8.43 (d, 2H).

Aufarbeitung

  1. additionwas added
  2. customAfter the organic phase was removed
  3. customto give white precipitate, which
  4. filtrationwas filtered
  5. washwashed with water several times

Quellen und Nachweise

ORD-Eintrag
ord-b6504b9e8b9d4fa1967f5d7d58d1b576
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09421514B2

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