Iodine → 952722-92-8

HRID 1945183Notes

Reaction equation

HRID 1945183 reaction equation
[Mg].II.[CH3:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[CH2:9]Cl.CN(C)[C:16]([CH:18]1[CH2:20][CH2:19]1)=[O:17]>O1CCCC1.C(OCC)C>[CH3:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[CH2:9][C:16]([CH:18]1[CH2:20][CH2:19]1)=[O:17]

Participants

7

Reactant 4

HCID 807IodineHCID 699943-Methoxybenzyl chlorideHCID 140273N,N-DimethylcyclopropanecarboxamideHCID 5462224Magnesium2×

Product 1

HCID 61079529952722-92-8

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A 250 ml round-bottomed flask is filled with magnesium (4.9 g, 0.20 mol) and iodine (0.1 g) is sublimated to the magnesium, then diethyl ether (100 ml) is added and under boiling a solution of 3-methoxybenzyl chloride (11.9 ml, 0.1 mol) and diethyl ether (40 ml) are added to the reaction mixture. The mixture is boiled for one hour and at this temperature a solution of cyclopropanecarboxylic acid dimethylamide (16.6 g, 0.15 mol) and tetrahydrofuran (70 ml) are added. The reaction mixture is stirred for half an hour and under cooling aqueous hydrogen chloride (80 ml, 1:1) is added dropwise to the mixture. The organic layer is dried and the residue (32 g) is fractionated in vacuo.

Workup

  1. additionare added to the reaction mixture
  2. additionis added dropwise to the mixture
  3. customThe organic layer is dried

Sources & evidence

ORD record
ord-815d38ca11de4adaa67e8e51902f96ec
Source dataset
uspto-grants-2013_03
Patent number
US08394993B2

Reaction notes

Loading…