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Hydrochloric Acid → HCID 178498971, compound

HRID 64566
Notes
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Reaction equation

HRID 64566 reaction equation
CO[C:3]([CH2:5][C:6]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[O:7])=[O:4].C([O-])(=O)C.[Na+].[F:18][C:19]([F:23])([F:22])[C:20]#[N:21].Cl>C(O)C>[OH:7][C:6]1[CH:5]=[C:3]([OH:4])[N:21]=[C:20]([C:19]([F:23])([F:22])[F:18])[C:8]=1[C:9]([O:11][CH3:12])=[O:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 67710TrifluoroacetonitrileHCID 74591Dimethyl 3-oxoglutarateHCID 517045Sodium Acetate

Product 1

HCID 178498971HCID 178498971, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a well stirred mixture of 84.35 g (0.484 mol) of dimethyl acetonedicarboxylate, 200 ml of saturated sodium acetate, and 400 ml of ethanol at 70° C. was passed 49 g of trifluoroacetonitrile in 4 hours. The reaction mixture was cooled and poured into a mixture of 100 ml of concentrated HCl and 1000 g of ice. The insoluble material was collected to give 28.7 g (25%) of product: mp 235°-238.5° C. (dec).

Workup

  1. customin 4 hours
  2. temperatureThe reaction mixture was cooled
  3. customThe insoluble material was collected

Sources & evidence

ORD record
ord-3f55da22bdb94cf3aba76b0db2de418f
Source dataset
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04609399

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes