Sodium Chloride → HCID 11815947, compound

HRID 2054722Notes

Reaction equation

HRID 2054722 reaction equation
[C:1]([OH:8])(=O)[CH:2]=[CH:3][CH:4]=[CH:5][CH3:6].ClC(OCC)=O.C(N(CC)CC)C.[CH:22]1([NH2:25])[CH2:24][CH2:23]1.[Cl-].[Na+]>C1COCC1>[CH:22]1([NH:25][C:1](=[O:8])/[CH:2]=[CH:3]/[CH:4]=[CH:5]/[CH3:6])[CH2:24][CH2:23]1

Participants

7

Reactant 5

HCID 5234Sodium ChlorideHCID 52512,4-Hexadienoic AcidHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 69828Cyclopropylamine

Product 1

HCID 11815947HCID 11815947, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2,4-Hexadienoic acid 1 eq, ethyl chloroformate 1.05 eq, triethylamine 1.2 eq, cyclopropylamine 1.3 eq as a 2.0M solution in THF, quench with 10% sodium chloride solution, yield=51%. 0.54 ppm (m, 2H), 0.79 ppm (m, 2H), 1.82 ppm (d, 3H, J=5.93 Hz), 2.80 ppm (m, 1H), 5.72 ppm (d, 1H), 6.00 ppm (br. s, 1H), 6.03-6.15 ppm (m, 2H), 7.18 ppm (d, 1H, J=14.98 Hz, of d, J=10.02 Hz).

Sources & evidence

ORD record
ord-1cc3e22c62f44c0d8e2be5d0939018e3
Source dataset
uspto-grants-2008_02
Patent number
US07329767B2

Reaction notes

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