Triethylamine → HCID 85720616, compound

HRID 1647995Notes

Reaction equation

HRID 1647995 reaction equation
[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH2:5][C:6]1[CH:11]=[C:10]([C:12](=[O:14])[CH3:13])[CH:9]=[CH:8][C:7]=1OCCCCCO.C(N(CC)CC)C.CS(Cl)(=O)=O>C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH2:5][C:6]1[CH:11]=[C:10]([C:12](=[O:14])[CH3:13])[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 54069142HCID 54069142, compound

Product 1

HCID 85720616HCID 85720616, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 0.62 g (2 mmol) of 2-[(5-hydroxypentyl)oxy]-5-acetylbenzenepropanoic acid methyl ester and 2 mL of triethylamine, in 6 mL of ethyl acetate was stirred with ice-bath cooling while 0.6 mL of methanesulfonyl chloride was added dropwise. The resulting mixture was stirred at 0°-5° C. for 1.33 hr and then poured into ice--3N HCl. Work-up with ethyl acetate in the usual manner gave 0.96 g of 2-[[5-(methylsulfonyl)oxy]pentyl]oxy]-5-acetylbenzenepropanoic acid methyl ester as an oil which was used without further purification.

Workup

  1. additionwas added dropwise

Sources & evidence

ORD record
ord-c41dc31228534a279ea6e57fcfd69007
Source dataset
uspto-grants-1995_07
Patent number
US05434186

Reaction notes

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