Triphenylphosphine → HCID 70075635, compound

HRID 1490115Notes

Reaction equation

HRID 1490115 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[O:20]=[C:21]1[C:30]2[C:25](=[CH:26][C:27]([NH:31][C:32]([N:34]([CH2:47][CH2:48]O)[C:35]3[CH:40]=[CH:39][C:38]([CH2:41][CH2:42][C:43]([O:45][CH3:46])=[O:44])=[CH:37][CH:36]=3)=[O:33])=[CH:28][CH:29]=2)[CH2:24][CH2:23][CH2:22]1.N(C(OCC)=O)=NC(OCC)=O>C(#N)C>[O:20]=[C:21]1[C:30]2[C:25](=[CH:26][C:27]([N:31]3[CH2:48][CH2:47][N:34]([C:35]4[CH:40]=[CH:39][C:38]([CH2:41][CH2:42][C:43]([O:45][CH3:46])=[O:44])=[CH:37][CH:36]=4)[C:32]3=[O:33])=[CH:28][CH:29]=2)[CH2:24][CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 131720261HCID 131720261, compound

Product 1

HCID 70075635HCID 70075635, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a solution of 3.7 g of triphenylphosphine and 5.5 g of N-(1-oxo-1,2,3,4-tetrahydronaphthalin-6-yl)-N'-(2-hydroxyethyl)-N'-[4-[2-(methoxycarbonyl)ethyl]phenyl]-urea in 40 ml acetonitrile, are added, dropwise at 40°-45° C., 2.84 g of diethyl azodicarboxylate in 10 ml of acetonitrile. After 1.5 hours the mixture is cooled, the product is suction filtered and washed with a little acetone and diethylether.

Workup

  1. temperatureAfter 1.5 hours the mixture is cooled
  2. filtrationfiltered
  3. washwashed with a little acetone and diethylether

Sources & evidence

ORD record
ord-e13befc4208c4afba7b6a049aa4bf624
Source dataset
uspto-grants-1997_10
Patent number
US05681841

Reaction notes

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