Methanol → HCID 86737342, compound

HRID 224959Notes

Reaction equation

HRID 224959 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]>C(#N)C.[O-]C#N.CN(C)C(=[N+](C)C)N(C)C>[CH3:1][O:2][C:3](=[O:11])[C:4]([N:14]=[C:13]=[O:12])([O:17][CH3:16])[CH2:5][CH2:6][CH2:7][CH2:8][Cl:9]

Participants

6

Reactant 3

HCID 887MethanolHCID 11378442Potassium cyanateHCID 23330906HCID 23330906, compound

Product 1

HCID 86737342HCID 86737342, compoundYield 61.4%

Reagents, catalysts & solvents 2

HCID 178484296HCID 178484296, compoundCatalystHCID 6342AcetonitrileSolvent

Procedure

12.78 grams of 2-bromo-6-chlorohexanoic acid methyl ester, 6.08 grams of potassium cyanate, 3.50 grams of methanol and 0.25 gram of hexamethyl guanidinium cyanate were heated in 70 ml of acetonitrile for 25 hours at 80° C. under strong stirring. The reaction mixture was worked up as described in Example 1. There were obtained 7.59 grams (60.7%) of 6-chloro-2-methoxy-carbonylaminohexanoic acid methyl ester which was saponified as in Example 14 to 2-amino-6-chlorohexanoic acid hydrochloride.

Sources & evidence

ORD record
ord-d54364e2857c456c9a5a5c0aafc2443c
Source dataset
uspto-grants-1980_11
Patent number
US04234744

Reaction notes

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