Ammonia → HCID 54217769, compound

HRID 462646Notes

Reaction equation

HRID 462646 reaction equation
[O:1]=[P:2](Cl)(Cl)Cl.C([N:8](CC)CC)C.[CH2:13]([OH:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[NH3:21]>CCOCC.C(Cl)Cl>[P:2]([NH2:8])([NH2:21])(=[O:1])[O:20][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 244Benzyl AlcoholHCID 8471TriethylamineHCID 24813Phosphorus oxychloride

Product 1

HCID 54217769HCID 54217769, compoundYield 150.4%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent3×HCID 6344DichloromethaneSolvent

Procedure

To a 0° C. solution of 25.1 g (0.16 mol) of POCl3 in 100 mL of dry ether was added a solution of 10.6 g (0.105 mol) of triethylamine in 15 mL of ether over a period of 10 min followed by the cautious addition of 10.8 g (0.10 mol) benzyl alcohol in 15 mL of ether over a period of 0.5 hr at 0.10° C. The solution was stirred for 60 min. and filtered. The volatiles were removed under reduced pressures to provide 26.5 g of a crude oil. The product was treated with NH3 (12 g) in 150 mL of CH2Cl2 at -30° C. After warming to room temperature, the mixture was filtered to provide 28 gm of a solid material. The impure product was washed with water followed by a methanol washing. After drying the product had a mp of 166°-167° C.

Workup

  1. filtrationfiltered
  2. customThe volatiles were removed under reduced pressures
  3. customto provide 26.5 g of a crude oil
  4. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-89ec2084c0324534912aebde55acc374
Source dataset
uspto-grants-1985_05
Patent number
US04517002

Reaction notes

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