tert-Butanol → 1,1-Dimethylethyl 3-bromo-5-iodobenzoate

HRID 269556

Reaktionsgleichung

Reaktionsgleichung von HRID 269556
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([I:11])[CH:10]=1)[C:5]([OH:7])=[O:6].Cl.CN(C)CCCC(N=C=N)C.[C:24](O)([CH3:27])([CH3:26])[CH3:25]>CN(C)C1C=CN=CC=1.ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([I:11])[CH:10]=1)[C:5]([O:7][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:6]

Komponenten

6

Edukt 3

HCID 6386tert-ButanolHCID 51825203-Bromo-5-iodobenzoic acidHCID 219829211-(3-Dimethylaminopropyl)ethylcarbodiimide hydrochloride

Produkt 1

HCID 574859731,1-Dimethylethyl 3-bromo-5-iodobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 3-bromo-5-iodobenzoic acid (50 g, 153 mmol), 1-(3-dimethylaminopropyl)-ethylcarbodiimide hydrochloride (30.8 g, 153 mmol), 4-dimethylaminopyridine (18.6 g, 153 mmol) and t-butanol (69.4 g, 90 ml, 153 mmol) in dichloromethane (500 ml) was stirred at room temperature overnight. The reaction mixture was washed with 2MHCl and saturated NaHCO3. The organic phase was dried and evaporated to give the title compound as a light brown solid. (48 g; 85%).

Aufarbeitung

  1. washThe reaction mixture was washed with 2MHCl and saturated NaHCO3
  2. customThe organic phase was dried
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-9d41c9fb650b4654bde723322a0a2f97
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446222B2

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