Triethylamine → 3.4,5.6-Tetrahydrophthalimidomethyl dispiro(2.0.4.1)nonane-9-Carboxylate

HRID 1111683

Reaktionsgleichung

Reaktionsgleichung von HRID 1111683
[CH2:1]1[C:3]2([CH:9]([C:10]([OH:12])=[O:11])[C:4]32[CH2:8][CH2:7][CH2:6][CH2:5]3)[CH2:2]1.S(Cl)(Cl)=O.O[CH2:18][N:19]1[C:23](=[O:24])[C:22]2[CH2:25][CH2:26][CH2:27][CH2:28][C:21]=2[C:20]1=[O:29].C(N(CC)CC)C>C1C=CC=CC=1.CCOCC>[CH2:2]1[C:3]2([CH:9]([C:10]([O:12][CH2:18][N:19]3[C:20](=[O:29])[C:21]4[CH2:28][CH2:27][CH2:26][CH2:25][C:22]=4[C:23]3=[O:24])=[O:11])[C:4]32[CH2:5][CH2:6][CH2:7][CH2:8]3)[CH2:1]1

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 78597N-(Hydroxymethyl)-3,4,5,6-tetrahydrophthalimideHCID 22767648Dispiro(2.0.4.1)nonan-9-carboxylic acid

Produkt 1

HCID 227676553.4,5.6-Tetrahydrophthalimidomethyl dispiro(2.0.4.1)nonane-9-Carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Dispiro(2.0.4.1)nonan-9-carboxylic acid (0.66g) was converted to the corresponding acid chloride by refluxing with thionyl chloride (1ml) in benzene (20 ml) for 1 hour. The acid chloride, N-hydroxymethyl-3,4,5,6-tetrahydrophthalimide (0.7g) and triethylamine (0.5g) were then stirred together in ether (50 ml) for 6 hours. After removal of solvent under reduced pressure the residue was purified by chromatography on silica gel using dichloromethane as eluent. The required product was obtained as an oil R.I. nD18 1.5318.

Aufarbeitung

  1. customAfter removal of solvent under reduced pressure the residue
  2. customwas purified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-aaf3ae2a005040e89a8cd44fc2b3e927
Quelldatensatz
uspto-grants-1978_10
Patentnummer
US04118510

Verknüpfte Notizen

Wird geladen…