Triethylamine → HCID 19801137, compound

HRID 1460587Notes

Reaction equation

HRID 1460587 reaction equation
[O:1]=[C:2]1[CH2:15][CH:14]2[C:9](C(O)=O)([CH2:10][CH2:11][CH2:12][CH2:13]2)[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:26])C=CC=CC=1.C([N:38]([CH2:41]C)CC)C>C1(C)C=CC=CC=1>[N:38]([C:9]12[C:8]3[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=3)[C:2](=[O:1])[CH2:15][CH:14]1[CH2:13][CH2:12][CH2:11][CH2:10]2)=[C:41]=[O:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 19107020HCID 19107020, compound

Product 1

HCID 19801137HCID 19801137, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of the compound from Example 52 (1 g, 4.1 mmol) and diphenylphosphorylazide (1.25 g, 4.5 mmol) in triethylamine (0.6 g) and 30 ml toluene was heated at 110° C. for 30 minutes. Workup and silica gel chromatography gave the title compound (0.65 g, 66%) as a yellow syrup.

Sources & evidence

ORD record
ord-0d6d9d3784a341c99afbb25b9a648ee3
Source dataset
uspto-grants-1991_12
Patent number
US05071853

Reaction notes

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