Chlorotrimethylsilane → HCID 19602324, compound

HRID 1604232Notes

Reaction equation

HRID 1604232 reaction equation
[CH2:1]([NH:3][C:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=1)=[O:5])[CH3:2].[CH3:16][Si:17](Cl)([CH3:19])[CH3:18]>>[CH2:1]([NH:3][C:4]([C:6]1[C:15]([Si:17]([CH3:19])([CH3:18])[CH3:16])=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 12776824N-Ethylnaphthalene-2-carboxamide

Product 1

HCID 19602324HCID 19602324, compoundYield 17%

Procedure

N-Ethyl-2-naphthalenecarboxamide was reacted with 2 eq TMSCl according to General Method C. The resulting reaction mixture was worked up in the usual manner, then purified by chromatography with 3:7 ethyl acetate/hexanes to afford 3.3 g of the desired compound as a white solid, a 17% yield. m.p. 132-136° C.

Workup

  1. customThe resulting reaction mixture
  2. custompurified by chromatography with 3:7 ethyl acetate/hexanes

Sources & evidence

ORD record
ord-b14d41e1b9fc4779841481817bbe00d9
Source dataset
uspto-grants-1999_11
Patent number
US05994270

Reaction notes

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