Hydrochloric Acid → HCID 178441207, compound

HRID 727733Notes

Reaction equation

HRID 727733 reaction equation
Cl.[NH2:2]O.C(O)C.[C:7]([CH2:13][C:14]([O:16]CC)=O)(=[O:12])[C:8]([CH3:11])([CH3:10])[CH3:9].Cl>[OH-].[Na+]>[C:8]([C:7]1[O:12][N:2]=[C:14]([OH:16])[CH:13]=1)([CH3:11])([CH3:10])[CH3:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702Ethanol3×HCID 86950Ethyl pivaloylacetateHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178441207HCID 178441207, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent3×

Procedure

583.7 g of hydroxylamine hydrochloride was dissolved in 2 l of a 4N aqueous solution of sodium hydroxide. 2 l of ethanol was added to the solution under cooling with ice. A 1:1 mixture of a 4N aqueous solution of sodium hydroxide and ethanol was added to the solution so that the pH thereof was adjusted to 10.0. 1,380 g of ethyl pivaloylacetate and a 1:1 mixture of a 4N aqueous solution of sodium hydroxide and ethanol were simultaneously added dropwise to the solution in such a manner that the pH of the reaction solution was 10±0.2 and the temperature thereof was 0° to 5° C. After the dropwise addition was finished, the reaction mixture was stirred at room temperature for 2 hours, and then poured into 6 kg of concentrated hydrochloric acid. The reaction mixture was allowed to stand for 12 hours. The resulting crystal was filtered off, thoroughly washed with water, and then dried. (Yield: 770 g (68.2%); m.p.: 99°-101° C.)

Workup

  1. temperatureunder cooling with ice
  2. additionwas added to the solution so that the pH
  3. additionwere simultaneously added dropwise to the solution in such a manner that the pH of the reaction solution
  4. customthereof was 0° to 5° C
  5. additionAfter the dropwise addition
  6. waitto stand for 12 hours
  7. filtrationThe resulting crystal was filtered off
  8. washthoroughly washed with water
  9. customdried

Sources & evidence

ORD record
ord-6c843bb0abb741888058bd92300de7ca
Source dataset
uspto-grants-1991_09
Patent number
USH0000963

Reaction notes

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