Hydrochloric Acid → 2-Nitro-5-(3-phenoxypropoxy)-indan-1,3-dione

HRID 2163720Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2163720
[O:1]([CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[C:17](=[O:21])[CH2:16][C:15]2=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:23]([O-])([OH:25])=[O:24].Cl>CCOCC>[N+:23]([CH:16]1[C:15](=[O:22])[C:14]2[C:18](=[CH:19][CH:20]=[C:12]([O:11][CH2:10][CH2:9][CH2:8][O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:13]=2)[C:17]1=[O:21])([O-:25])=[O:24]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 944Nitric AcidHCID 203313915-(3-Phenoxypropoxy)indan-1,3-dione

Produkt 1

HCID 203314122-Nitro-5-(3-phenoxypropoxy)-indan-1,3-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A suspension of 5-(3-phenoxypropoxy)-indan-1,3-dione (0.296 gm, 0.001 mole) was suspended in dry ether (10 ml) and cooled to 0° C. The stirred mixture was treated with fuming nitric acid (1 ml) added dropwise over 15 mins and stirred in the ice bath for 1 hr. The mixture was then stirred at r.t. for a further 11/2 hrs. During this time all the solid dissolved leaving a deep yellow solution. Dilute hydrochloric acid (20 ml) was added and the ether evaporated in vacuo. A yellow gum formed which solidfied on scratching to give 0.25 gm of yellow solid which had mp 77°-79° C.(d). (73%).

Aufarbeitung

  1. additionadded dropwise over 15 mins
  2. dissolutionDuring this time all the solid dissolved
  3. customleaving a deep yellow solution
  4. customthe ether evaporated in vacuo
  5. customA yellow gum formed which

Quellen und Nachweise

ORD-Eintrag
ord-f8141a25f99441068601d88a4faa290c
Quelldatensatz
uspto-grants-1979_01
Patentnummer
US04136192

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