Benzylaniline → HCID 13037497, compound

HRID 2058895Notes

Reaction equation

HRID 2058895 reaction equation
[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([P:25](Cl)(Cl)=[O:26])[CH:20]=[CH:21][C:22]=1[O:23][CH3:24]>C(OCC)(=O)C>[CH3:15][O:16][C:17]1[CH:18]=[C:19]([P:25]2(=[O:26])[C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[CH2:1][N:8]2[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:20]=[CH:21][C:22]=1[O:23][CH3:24]

Participants

4

Reactant 2

HCID 66028BenzylanilineHCID 20548445HCID 20548445, compound2×

Product 1

HCID 13037497HCID 13037497, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The procedure of Example 1 was employed utilizing N-benzylaniline and 3,4-dimethoxyphenyl phosphonic dichloride. The reaction of the dilithio compound and the 3,4-dimethoxyphenyl phosphonic dichloride was conducted at 0° C. The crude product produced as a result of the chromatographic separation was dissolved in ethyl acetate and crystallized from diethyl ether to yield 1-(3,4-dimethoxyphenyl)-2-phenyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide (3.7 g, 34% yield) as beige plates having a melting point of 84°-86° C. and the following analysis:

Workup

  1. customwas conducted at 0° C
  2. customThe crude product produced as
  3. customa result of the chromatographic separation
  4. customcrystallized from diethyl ether

Sources & evidence

ORD record
ord-f2cbd7b4df754941bbb20e0056eb4a0f
Source dataset
uspto-grants-1982_03
Patent number
US04319913

Reaction notes

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