Diphenylamine → HCID 11137635, compound

HRID 1031852Notes

Reaction equation

C([Li:5])CCC.[C:6]1([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CCCCCC.CCOCC>[C:13]1([N-:12][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1.[Li+:5]

Participants

Conditions

Temperature: -78 °C

Procedure

To a 500 ml Schlenk equipped with a 250 ml pressure equalizing dropping funnel is added 250 ml of diethyl ether which is chilled to -78° C. in an acetone/dry ice bath. To this is added n-butyl lithium, 0.10 mole of a 2.90 molar solution in hexane, followed by the addition of 16.923 g (0.10 mole) of diphenylamine dissolved in ether, 50 ml. The flask contents are stirred magnetically and maintained at -78° C. during the addition of diphenylamine which requires 0.5 hour. The contents are warmed to room temperature for 2 hours.

Workup

customTo a 500 ml Schlenk equipped with a 250 ml pressure
temperatureThe contents are warmed to room temperature for 2 hours

Sources & evidence

ORD record: ord-40bdc2c4a3624e5db08bf94b732d47d4
Source dataset: uspto-grants-1990_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04956323

Reaction notes

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