Methanol → HCID 53674563, compound

HRID 224958Notes

Reaction equation

HRID 224958 reaction equation
[CH3:1][O:2][C:3](=[O:11])[CH:4](Br)[CH2:5][CH2:6][CH2:7][CH2:8][Cl:9].[O-:12][C:13]#[N:14].[K+].[CH3:16][OH:17]>CN(C=O)C>[CH3:1][O:2][C:3](=[O:11])[CH:4]([NH:14][C:13]([O:17][CH3:16])=[O:12])[CH2:5][CH2:6][CH2:7][CH2:8][Cl:9]

Participants

5

Reactant 3

HCID 887MethanolHCID 11378442Potassium cyanateHCID 23330906HCID 23330906, compound

Product 1

HCID 53674563HCID 53674563, compoundYield 50.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

12.78 grams of 2-bromo-6-chlorohexanoic acid methyl ester, 6.08 grams of potassium cyanate and 2.72 grams of methanol were heated under powerful stirring in 70 ml of DMF for 1 hour. The reaction mixture was worked up in the manner described in Example 1. There were obtained 6.29 grams (50.3%) of 6-chloro-2-methoxycarbonylaminohexanoic acid methyl ester with boiling point of 113° C./0.0026 mbar.

Sources & evidence

ORD record
ord-1fecd7af5a044a2aa71e74002a03f9e5
Source dataset
uspto-grants-1980_11
Patent number
US04234744

Reaction notes

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