Isocyanate → HCID 19106969, compound

HRID 1197528Notes

Reaction equation

HRID 1197528 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-9b243f0238114578b182c13436a8bd81
Source dataset
uspto-grants-1994_01
Patent number
US05276053

Reaction notes

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