Triethylamine → HCID 58249830, compound

HRID 1513540Notes

Reaction equation

HRID 1513540 reaction equation
[CH3:1][O:2][C:3](=[O:11])[CH2:4][CH:5]([OH:10])[CH2:6][CH2:7][CH2:8][Cl:9].C(N(CC)CC)C.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3](=[O:11])[CH2:4][CH:5]([O:10][S:20]([CH3:19])(=[O:22])=[O:21])[CH2:6][CH2:7][CH2:8][Cl:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 58249836HCID 58249836, compound

Product 1

HCID 58249830HCID 58249830, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
5 °C

Procedure

In an atmosphere of nitrogen, 6-chloro-3-hydroxy-hexanoic acid methyl ester (2); 66.5 g {(GC purity; 79.1%, pure amount; 52.6 g (0.295 mol)}, triethylamine (44.7 g, 0.443 mol) and toluene (250 ml) were added to a 500 ml capacity flask, followed by cooling to 5° C. Methanesulfonyl chloride (37.0 g, 0.325 mol) was added dropwise thereto, followed by stirring at 5° C. for 0.5 hour to obtain a toluene solution of 6-chloro-3-methanesulfonyloxy-hexanoic acid methyl ester (3).

Sources & evidence

ORD record
ord-8bc3cae693034b1d88fc3434bee9798e
Source dataset
uspto-grants-2012_07
Patent number
US08217192B2

Reaction notes

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