Diisopropylamine → 2-Chloro-N,N-bis(l-methylethyl)-6-(trimethylsilyl)benzamide

HRID 1458084Notes

Reaction equation

HRID 1458084 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Si:11]([CH3:14])([CH3:13])[CH3:12])[C:3]=1[C:4](Cl)=[O:5].[CH:15]([NH:18][CH:19]([CH3:21])[CH3:20])([CH3:17])[CH3:16]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Si:11]([CH3:14])([CH3:13])[CH3:12])[C:3]=1[C:4]([N:18]([CH:19]([CH3:21])[CH3:20])[CH:15]([CH3:17])[CH3:16])=[O:5]

Participants

4

Reactant 2

HCID 7912DiisopropylamineHCID 151835572-Chloro-6-(trimethylsilyl)benzoyl chloride

Product 1

HCID 186300652-Chloro-N,N-bis(l-methylethyl)-6-(trimethylsilyl)benzamideYield 58%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The compound of Example b (2.47 g, 10 mmol), diisopropyl amine (2.23 g, 22 mmol), and toluene (25 mL) were combined according to General Method E2. The crude product was recrystallized from ethanol/water to afford 1.75 g of the title compound as a white solid, a 58% yield. m.p. 96°-97.5° C.

Workup

  1. customThe crude product was recrystallized from ethanol/water

Sources & evidence

ORD record
ord-e8fb664907114feeb5cb24457b75c445
Source dataset
uspto-grants-1998_12
Patent number
US05849723

Reaction notes

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