N-Methylbenzylamine → HCID 13037509, compound

HRID 2058909Notes

Reaction equation

HRID 2058909 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH:10]([P:13](Cl)(Cl)=[O:14])([CH3:12])[CH3:11]>CC1CCCCC1>[CH:10]([P:13]1(=[O:14])[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][N:2]1[CH3:1])([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 7669N-MethylbenzylamineHCID 2793751Isopropylphosphonic dichloride2×

Product 1

HCID 13037509HCID 13037509, compound

Reagents, catalysts & solvents 1

HCID 7962MethylcyclohexaneSolvent

Procedure

The procedure of Example 30 was employed utilizing N-methyl-N-benzylamine and isopropyl phosphonic dichloride. The reaction of the dilithio compound and the isopropyl phosphonic dichloride was conducted at -72° C. The crude product produced as a result of the chromatographic separation was slurried in methylcyclohexane to yield a pale solid. The solid was recrystallized from diethyl ether and petroleum ether to yield 1-isopropyl-2-methyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide as a crystalline precipitate. A second crop was obtained to give a total yield of 2.35 g (19% yield) of 1-isopropyl-2-methyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide having a melting point of 72°-74° C. and the following analysis:

Workup

  1. customwas conducted at -72° C
  2. customThe crude product produced as
  3. customa result of the chromatographic separation
  4. customto yield a pale solid
  5. customThe solid was recrystallized from diethyl ether and petroleum ether

Sources & evidence

ORD record
ord-3a2a660fc81b4e028ff0a7037c543ae2
Source dataset
uspto-grants-1982_03
Patent number
US04319913

Reaction notes

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