Morpholine → 4-[(4-Iodophenyl)carbonyl]morpholine

HRID 2373457Notes

Reaction equation

HRID 2373457 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.C(N(CC)CC)C>C(Cl)Cl>[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 8471TriethylamineHCID 743734-Iodobenzoyl chloride

Product 1

HCID 7726344-[(4-Iodophenyl)carbonyl]morpholineYield 81.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-iodobenzoyl chloride (500 mg), morpholine (163 mg) and triethylamine (380 mg) in CH2Cl2 (20 ml) is stirred 2 h before washing with H2O (20 ml) and brine (20 ml). The organic layer is dried over MgSO4 and the solvent is evaporated to obtain 482 mg of (4-iodo-phenyl)-morpholin-4-yl-methanone, yellowish semisolid, MS (ESI) 318.0 (M+H)+.

Workup

  1. washbefore washing with H2O (20 ml) and brine (20 ml)
  2. dry with materialThe organic layer is dried over MgSO4
  3. customthe solvent is evaporated

Sources & evidence

ORD record
ord-d9c8d5e6cc104516aeefc75445902a88
Source dataset
uspto-grants-2008_12
Patent number
US07459480B2

Reaction notes

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