Hydrochloric Acid → 4'-Methyl-5-(5-oxa-6-azaspiro[3.4]oct-6-en-7-yl)biphenyl-3-carboxylic acid

HRID 1257551Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1257551
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]3[CH2:21][C:17]4([CH2:20][CH2:19][CH2:18]4)[O:16][N:15]=3)[CH:11]=[C:10]([C:22]([O:24]C(C)(C)C)=[O:23])[CH:9]=2)=[CH:4][CH:3]=1.Cl>ClCCl>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[C:12]([C:14]3[CH2:21][C:17]4([CH2:18][CH2:19][CH2:20]4)[O:16][N:15]=3)[CH:11]=[C:10]([C:22]([OH:24])=[O:23])[CH:9]=2)=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 66895976Tert-butyl 4'-methyl-5-(5-oxa-6-azaspiro[3.4]oct-6-en-7-yl)biphenyl-3-carboxylate

Produkt 1

HCID 668957974'-Methyl-5-(5-oxa-6-azaspiro[3.4]oct-6-en-7-yl)biphenyl-3-carboxylic acidAusbeute 93,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 4′-methyl-5-(5-oxa-6-azaspiro[3.4]oct-6-en-7-yl)biphenyl-3-carboxylate (1.26 g, 3.34 mmol) in dichloromethane (12 mL) was added hydrogen chloride (4.0 M in dioxane; 4.17 mL, 16.7 mmol). The reaction mixture was stirred at ambient temperature. After 18 h, the mixture was concentrated. Dichloromethane was added and the suspension was filtered. The solid cake was washed with dihchloromethane and dried under reduced pressure gave the title compound (1.0 g). MS 322.2 (M+1).

Aufarbeitung

  1. concentrationthe mixture was concentrated
  2. additionDichloromethane was added
  3. filtrationthe suspension was filtered
  4. washThe solid cake was washed with dihchloromethane
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a840c02afe6f405d80f373de8b4de5aa
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08461185B2

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