Triethylamine → HCID 54313033, compound

HRID 1939867Notes

Reaction equation

HRID 1939867 reaction equation
C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:8])C=CC=CC=1.C([N:20]([CH2:23][CH3:24])[CH2:21]C)C.[CH2:25]([O:27][C:28]([C@@H:30]1C[C@H]1C(O)=O)=[O:29])[CH3:26]>C1(C)C=CC=CC=1>[CH2:25]([O:27][C:28]([C@@H:30]1[CH2:24][C@H:23]1[N:20]=[C:21]=[O:8])=[O:29])[CH3:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 11535603(1R,2R)-2-(ethoxycarbonyl)cyclopropane-1-carboxylic acid

Product 1

HCID 54313033HCID 54313033, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
100 °C

Procedure

Diphenylphosphoryl azide (0.54 mL, 2.53 mmol) and triethyl amine (0.35 mL, 2.53 mmol) were added dropwise to a solution of trans-2-ethoxycarbonyl-cyclopropane carboxylic acid (0.4 g, 2.53 mol) in toluene (5 mL) at room temperature. After 1 hour, the mixture was diluted with toluene (10 mL), washed with water (1×), 0.1N HCl (1×) and brine (1×), and dried (Na2SO4). The solution of trans-2-carboethoxy-cyclopropane carbonyl azide was heated at 100° C. for 1 hour producing a solution of the title compound which was used as is.

Workup

  1. washwashed with water (1×), 0.1N HCl (1×) and brine (1×)
  2. dry with materialdried (Na2SO4)

Sources & evidence

ORD record
ord-c9713303bcae4050b6082f632aab4041
Source dataset
uspto-grants-1997_12
Patent number
US05698526

Reaction notes

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