Acetic Anhydride → HCID 86732955, compound

HRID 1580522Notes

Reaction equation

HRID 1580522 reaction equation
C(O[C:5](=[O:7])C)(=O)C.[C:8]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:13]=[CH:12][C:11]([CH:14]=[CH:15][CH2:16][NH2:17])=[CH:10][CH:9]=1>C(O)=O>[C:8]1([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:9]=[CH:10][C:11]([C:14]([C:21]2[CH:22]=[CH:23][C:18]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[CH:19][CH:20]=2)=[CH:15][CH2:16][NH:17][CH:5]=[O:7])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 76996929HCID 76996929, compound

Product 1

HCID 86732955HCID 86732955, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Acetic anhydride (1ml) was added to a solution of 1, 1 - di(4 - biphenylyl 3 - amino - prop - 1 -ene (1g) in 99% formic acid (5ml) and the mixture was refluxed for 1 hour then poured onto ice. The solid was collected, washed with water, dried and then recrystallised from benzene/ n - propanol to furnish 1, 1-di(4 biphenylyl) -3 - formamido - prop - 1 ene (m.p. 171°- 173°C). This compound, reduced with lithium aluminium hydride in ether/tetrahydrofuran at -30°C, afforded 1, 1-di (4 -biphenylyl -3 - methylamino - prop- 1 - ene identical with that described in Example 4.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. additionthen poured onto ice
  3. customThe solid was collected
  4. washwashed with water
  5. customdried
  6. customrecrystallised from benzene/ n - propanol

Sources & evidence

ORD record
ord-91f01296256b4e4db7432cc987025630
Source dataset
uspto-grants-1976_01
Patent number
US03932663

Reaction notes

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