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Methanol → HCID 86737342, compound

HRID 224959
Notes
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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]
ParticipantsProcedureSources & evidenceReaction notes

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 6342
Acetonitrile
Solvent

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
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04234744

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes