Acetyl chloride → HCID 20339318, compound

HRID 1395417Notes

Reaction equation

HRID 1395417 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].C(N(CC)CC)C.[C:12]([NH:16][NH:17][P:18]([O:22][CH3:23])([O:20][CH3:21])=[O:19])([CH3:15])([CH3:14])[CH3:13]>C(Cl)Cl>[C:12]([N:16]([C:1](=[O:3])[CH3:2])[NH:17][P:18]([O:20][CH3:21])([O:22][CH3:23])=[O:19])([CH3:15])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 20339314HCID 20339314, compound

Product 1

HCID 20339318HCID 20339318, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-20 °C

Procedure

Acetylchloride (10.8 g) was added dropwise to a stirred solution of triethylamine (13.9 g) and 1-t-butyl-2-dimethoxyphosphoryl hydrazine (9.0 g) in methylenechloride (120 ml) maintained at -20° C. After the addition was complete, the temperature was allowed to rise to 0° C. and kept at this temperature for 1 hour. The mixture was then allowed to warm up to ambient temperature during 2 hours, and the content of the reaction vessel was then stripped to dryness on the rotary evaporator. The residue was extracted with diethylether and the organic extracts dried over magnesium sulfate, filtered and evaporated to dryness, leaving an oil which was subjected to high vacuum for several hours yielding 10.4 g of product.

Workup

  1. additionAfter the addition
  2. customto rise to 0° C.
  3. temperatureto warm up to ambient temperature during 2 hours
  4. customthe content of the reaction vessel was then stripped to dryness on the rotary evaporator
  5. extractionThe residue was extracted with diethylether
  6. dry with materialthe organic extracts dried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated to dryness
  9. customleaving an oil which
  10. waitwas subjected to high vacuum for several hours

Sources & evidence

ORD record
ord-4add89fc66524db3bf285b5002c69c8c
Source dataset
uspto-grants-1980_05
Patent number
US04203979

Reaction notes

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