Morpholine → 4-(2-Bromo-3-methylbenzoyl)morpholine

HRID 1028944

Reaktionsgleichung

Reaktionsgleichung von HRID 1028944
[Br:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C1COCC1>[Br:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)=[O:6]

Komponenten

4

Edukt 2

HCID 8083MorpholineHCID 27355882-Bromo-3-methylbenzoic acid

Produkt 1

HCID 712534814-(2-Bromo-3-methylbenzoyl)morpholine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 2-bromo-3-methylbenzoic acid (2.19 g, 10.18 mmol) in THF (20.37 mL) was treated with N,N′-carbonyldiimidazole (1.98 g, 12.2 mmol). The reaction mixture was stirred at ambient temperature overnight (14 h). Morpholine (3.11 mL, 35.6 mmol) was added in one portion. The resulting solution was stirred for 8 h and then partitioned between EtOAc and water. Organic layer washed with water, dilute HCl, saturated aqueous Na2CO3, water and brine. The solution was then concentrated in vacuo to afford (2-bromo-3-methylphenyl)(morpholino)methanone as a white crystalline solid.

Aufarbeitung

  1. stirringThe resulting solution was stirred for 8 h
  2. custompartitioned between EtOAc and water
  3. washOrganic layer washed with water, dilute HCl, saturated aqueous Na2CO3, water and brine
  4. concentrationThe solution was then concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c902d1751206421ea8ee7456a09c5f15
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735384B2

Verknüpfte Notizen

Wird geladen…