Methanol → 2-Methoxycarbonylaminohexanoic acid methyl ester

HRID 224953Notes

Reaction equation

HRID 224953 reaction equation
[CH3:1][O:2][C:3](=[O:10])[CH:4](Cl)[CH2:5][CH2:6][CH2:7][CH3:8].[O-:11][C:12]#[N:13].[K+].[CH3:15][OH:16]>CN(C=O)C>[CH3:1][O:2][C:3](=[O:10])[CH:4]([NH:13][C:12]([O:16][CH3:15])=[O:11])[CH2:5][CH2:6][CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 887MethanolHCID 85786Methyl 2-chlorohexanoateHCID 11378442Potassium cyanate

Product 1

HCID 536557612-Methoxycarbonylaminohexanoic acid methyl esterYield 67%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

11.52 grams of 2-chlorohexanoic acid methyl ester were heated with 8.52 grams of potassium cyanate and 7.85 grams of methanol in 70 ml of DMF. After a reaction time of 30 hours the reaction mixture was worked up as described in Example 1. There were obtained 9.53 grams (67%) of 2-methoxycarbonylaminohexanoic acid methyl ester with a purity of 99% (determined gas chromatographically).

Workup

  1. customAfter a reaction time of 30 hours

Sources & evidence

ORD record
ord-504dd33590194b8ea0bde7260b19dc3c
Source dataset
uspto-grants-1980_11
Patent number
US04234744

Reaction notes

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