Dimethylformamide → HCID 20079645, compound

HRID 1654132Notes

Reaction equation

HRID 1654132 reaction equation
Cl[C:2]1[S:3][C:4]([CH:8]([F:10])[F:9])=[CH:5][C:6]=1[Cl:7].C([Li])CCC.CN(C)[CH:18]=[O:19]>O1CCCC1>[Cl:7][C:6]1[CH:5]=[C:4]([CH:8]([F:10])[F:9])[S:3][C:2]=1[CH:18]=[O:19]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 20079670HCID 20079670, compoundHCID 178418339Butyllithium

Product 1

HCID 20079645HCID 20079645, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2.47 g of the product of Stage B were cooled to -60° C. in 20 ml of tetrahydrofuran and 9.2 ml of n-butyllithium were added. The mixture was stirred for 2 hours and 1.4 ml of dimethylformamide and 3 ml of tetrahydrofuran were added. The mixture was stirred for 30 minutes at -60° C., allowed to return to room temperature and the synthesis was continued as shown in Stage A to obtain 0.9 g of the expected product.

Workup

  1. stirringThe mixture was stirred for 30 minutes at -60° C.
  2. customto return to room temperature

Sources & evidence

ORD record
ord-849be53157c24dd193f89e218d4610d6
Source dataset
uspto-grants-1995_04
Patent number
US05405865

Reaction notes

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