1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-acetoxy-N-(1-methyl-1-phenylethyl)benzamide

HRID 21082

Reaktionsgleichung

Reaktionsgleichung von HRID 21082
[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=O)(=[O:3])[CH3:2].CCN=C=NCCCN(C)C.C1C=C2N=NN(O)C2=CC=1.O.[C:36]([NH2:45])([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)([CH3:38])[CH3:37]>CN(C=O)C>[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([NH:45][C:36]([CH3:38])([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH3:37])=[O:10])(=[O:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 68509CumylamineHCID 2386693-Acetoxybenzoic acidHCID 27960291-Hydroxybenzotriazole hydrate

Produkt 1

HCID 684903353-acetoxy-N-(1-methyl-1-phenylethyl)benzamideAusbeute 73,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In a similar manner to Step 1 of Example 137, 3-acetoxybenzoic acid (7.92 g, 44.0 mmol) was dissolved in DMF (45 mL), and the solution was treated with EDCI (12.7 g, 66.0 mmol), HOBT monohydrate (3.37 g, 22.0 mmol) and cumylamine (14.2 mL, 96.8 mmol), followed by purification by slurry using diisopropylether to obtain 3-acetoxy-N-(1-methyl-1-phenylethyl)benzamide (9.57 g, yield 73%).

Aufarbeitung

  1. customfollowed by purification by slurry

Quellen und Nachweise

ORD-Eintrag
ord-6a266b339e5f434a9f12acc5d0d1df8d
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

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