Triethylamine → HCID 22407341, compound

HRID 440594Notes

Reaction equation

HRID 440594 reaction equation
[CH2:1]([O:3][C:4]([CH:6]([O:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([OH:22])[CH3:21])=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5])[CH3:2].C(N(CC)CC)C.[S:30](Cl)([CH3:33])(=[O:32])=[O:31]>C(Cl)Cl>[CH2:1]([O:3][C:4]([CH:6]([O:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([O:22][S:30]([CH3:33])(=[O:32])=[O:31])[CH3:21])=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22407334HCID 22407334, compound

Product 1

HCID 22407341HCID 22407341, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.5 g (1.7 mMol) of 1-[4-[(α-ethoxycarbonyl)benzyloxy]phenyl]ethanol and 0.22 g (2.2 mMol) of triethylamine are dissolved in 10 ml of methylene chloride. At 5° C., 0.23 g (2.0 mMol) of mesyl chloride are added dropwise with stirring. After one hour at ambient temperature the reaction mixture is poured onto ice water, extracted with methylene chloride and dried over sodium sulphate. The crude product obtained is reacted directly without any further purification.

Workup

  1. additionAfter one hour at ambient temperature the reaction mixture is poured onto ice water
  2. extractionextracted with methylene chloride
  3. dry with materialdried over sodium sulphate

Sources & evidence

ORD record
ord-e1688ece52f44b32bae4ea74e3a9d205
Source dataset
uspto-grants-1996_05
Patent number
US05519138

Reaction notes

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