Diethyl Ether → HCID 23021088, compound

HRID 2223856Notes

Reaction equation

HRID 2223856 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1([CH2:10][CH2:11][C:12]([C:23]([O:25][CH2:26][CH3:27])=[O:24])([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.IC1C=CC=CC=1.C(O)(=O)C.C(O)(=O)C.C(OCC)C>ClCCl>[CH:2]([CH2:3][C:4]1([CH2:10][CH2:11][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1)=[O:1]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 12217721Iodo benzene diacetateHCID 59714919HCID 59714919, compound

Product 1

HCID 23021088HCID 23021088, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of triethyl 3-[1-(2-hydroxyethyl)cyclohexyl]-1,1,1-propanetricarboxylate (230 mg) in dichloromethane (6 mL) were added diacetic acid iodobenzene (213 mg) and 2,2,6,6-tetramethyl-1-piperidinyloxy free radical (9.3 mg) at room temperature. The solution was stirred at room temperature for 16 hours. Diethyl ether was added to the solution, and it washed in turn with an aqueous sodium thiosulfate solution, 1N hydrochloric acid, saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution. The solution was dried over anhydrous magnesium sulfate, and then, concentrated under reduced pressure to give the title compound. This product was subjected to the subsequent step without further purification.

Workup

  1. washwashed in turn with an aqueous sodium thiosulfate solution, 1N hydrochloric acid, saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution
  2. dry with materialThe solution was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-15cfa92392ac45028ab88736169cd530
Source dataset
uspto-grants-2008_05
Patent number
US07375115B2

Reaction notes

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