2,2-Dimethyl-1,3-propanediamine → N,N'-bis{[2-(diphenylphosphino)phenyl]methylene}-2,2-dimethyl-1,3-propanediamine

HRID 1669995Notes

Reaction equation

[C:1]1([P:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH:10]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:22][C:23]([CH3:28])([CH2:26][NH2:27])[CH2:24][NH2:25]>C1(C)C=CC=CC=1>[C:1]1([P:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH:10]=[N:25][CH2:24][C:23]([CH3:28])([CH3:22])[CH2:26][N:27]=[CH:10][C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[P:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Conditions

Temperature: 80 °C

Procedure

Under argon, a solution of 2-(diphenylphosphino)benzaldehyde (522.7 mg, 1.8 mmol) and 2,2-dimethyl-1,3-propanediamine (93.3 mg, 0.9 mmol) in toluene (15 mL) was stirred at room temperature for 15 h. Then the reaction mixture was heated at 80° C. (oil bath) for 2 h 30 min. Next, the solvent was removed in vacuo, and an orange solid was recovered (476.8 mg, 0.74 mmol, 82%).

Workup

customNext, the solvent was removed in vacuo
customan orange solid was recovered (476.8 mg, 0.74 mmol, 82%)

Sources & evidence

ORD record: ord-db4f6459c7e442c88ce2774ab0d973a4
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989665B2

Reaction notes

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