Iodo benzene diacetate → HCID 59714967, compound

HRID 2223916Notes

Reaction equation

HRID 2223916 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1([CH2:10][CH2:11][O:12][C:13]2[CH:22]=[CH:21][CH:20]=[CH:19][C:14]=2[C:15]([O:17][CH3:18])=[O:16])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.IC1C=CC=CC=1.C(O)(=O)C.C(O)(=O)C>ClCCl>[CH:2]([CH2:3][C:4]1([CH2:10][CH2:11][O:12][C:13]2[CH:22]=[CH:21][CH:20]=[CH:19][C:14]=2[C:15]([O:17][CH3:18])=[O:16])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1)=[O:1]

Participants

4

Reactant 2

HCID 12217721Iodo benzene diacetateHCID 59714886HCID 59714886, compound

Product 1

HCID 59714967HCID 59714967, compoundYield 52.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 2-[2-[1-(2-hydroxyethyl)cyclohexyl]ethoxy]benzoate (synthesized in Example 36) (226 mg) and 2,2,6,6-tetramethyl-1-piperidinyloxy free radical (23 mg) in dichloromethane (4 mL) was added diacetic acid iodobenzene (261 mg) at room temperature. The solution was stirred at room temperature for 48 hours. Silica gel was added to the reaction solution and it was concentrated under reduced pressure. The resulting residue was purified by chromatography [silica gel, hexane-ethyl acetate (5:1)] to give the title compound (118 mg).

Workup

  1. additionSilica gel was added to the reaction solution and it
  2. concentrationwas concentrated under reduced pressure
  3. customThe resulting residue was purified by chromatography [silica gel, hexane-ethyl acetate (5:1)]

Sources & evidence

ORD record
ord-1d75e2dcfdee4064981c3884e55d6495
Source dataset
uspto-grants-2008_05
Patent number
US07375115B2

Reaction notes

Loading…