Iodoethane → HCID 18947046, compound

HRID 1769097Notes

Reaction equation

HRID 1769097 reaction equation
[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].[S:6]([N:16]1[CH2:20]C2=C[S:22][CH:23]=[C:18]2[CH2:17]1)([C:9]1[CH:15]=[CH:14][C:12]([CH3:13])=[CH:11][CH:10]=1)(=[O:8])=[O:7].ICC>CCCCCC.O1CCCC1>[CH2:3]([C:2]1[S:22][CH:23]=[C:18]2[CH2:17][N:16]([S:6]([C:9]3[CH:10]=[CH:11][C:12]([CH3:13])=[CH:14][CH:15]=3)(=[O:8])=[O:7])[CH2:20][C:1]=12)[CH3:4]

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 18947051HCID 18947051, compoundHCID 178418339Butyllithium

Product 1

HCID 18947046HCID 18947046, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

3.75 ml of a 1.6M solution of n-butyllithium in hexane are added, at -70° C., to a solution of 1.4 g of 5-tosyl-5,6-dihydro-4H-thieno[3,4-c]pyrrole in 15 ml of dry tetrahydrofuran. 0.51 ml of iodoethane is then added and the mixture is stirred at room temperature for 2 h and the solution is then poured into 100 ml of ice-cold water. The solid formed is filtered off, washed with hexane and recrystallized from ethanol. 0.16 g of product is obtained. Melting point: 117°-120° C.

Workup

  1. customThe solid formed
  2. filtrationis filtered off
  3. washwashed with hexane
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-009ed09976384421af5d149f09034fad
Source dataset
uspto-grants-1995_01
Patent number
US05380742

Reaction notes

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