Isocyanate → HCID 19106969, compound

HRID 1460579Notes

Reaction equation

HRID 1460579 reaction equation
[CH2:1]1[CH:14]2[C:5](C(OCC)=O)([C:6]3[C:11]([CH2:12][CH2:13]2)=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH2:4][CH:3]=[CH:2]1.[N-:20]=[C:21]=[O:22].[C:23]1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1>>[N:20]([C:5]12[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:12]([CH3:23])[CH2:13][CH:14]1[CH2:1][CH:2]=[CH:3][CH2:4]2)=[C:21]=[O:22]

Participants

4

Reactant 3

HCID 105034IsocyanateHCID 199401P,P-Diphenylphosphinic azideHCID 19107114HCID 19107114, compound

Product 1

HCID 19106969HCID 19106969, compoundYield 74%

Procedure

The unsaturated carboxylic acid (1.5 g, 6.2 mmol) derived from hydrolysis of the product from Example 29 was converted to the isocyanate with diphenylphosphorylazide (1.87 g, 6.8 mmol) according to the method used in Example 31. Purification by silica gel chromatography gave the title compound as a clear oil (1.1 g, 74%).

Workup

  1. customPurification by silica gel chromatography

Sources & evidence

ORD record
ord-159b886a45204e90a7f641e6e92e6b54
Source dataset
uspto-grants-1991_12
Patent number
US05071853

Reaction notes

Loading…