Hydrochloric Acid → HCID 15672689, compound

HRID 1656649Notes

Reaction equation

HRID 1656649 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4](Cl)=[O:5].C(N(CC)CC)C.[F:19][C:20]([F:28])([F:27])[C:21]1([CH3:26])[CH2:25][CH2:24][CH2:23][NH:22]1.Cl>O1CCCC1>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([N:22]1[CH2:23][CH2:24][CH2:25][C:21]1([C:20]([F:28])([F:27])[F:19])[CH3:26])=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 874382,6-Difluorobenzoyl chlorideHCID 15672688141519-24-6

Product 1

HCID 15672689HCID 15672689, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 8.83 g (0.05 mol) of 2,6-difluorobenzoyl chloride in 10 ml of tetrahydrofuran (THF), to which 5.6 g (0.055 mol) of triethylamine had been added, was added dropwise to a solution of 7.65 g (0.05 mol) of 2-trifluoromethyl-2-methylpyrrolidine in 25 ml of tetrahydrofuran (THF). The reaction is exothermic, and slow dropwise addition prevented the temperature from rising above +35° C. Stirring was continued for one hour at room temperature, and the mixture was then poured into 250 ml of ice-water and acidified using dilute hydrochloric acid, and the precipitate obtained was filtered off with suction, washed thoroughly with water and dried. 9.96 g (68% yield of theory) of N-(2,6-difluorobenzoyl)-2-trifluoromethyl-2-methyl-pyrrolidine of melting point 119°-120° C. are obtained.

Workup

  1. additionslow dropwise addition
  2. customfrom rising above +35° C
  3. customthe precipitate obtained
  4. filtrationwas filtered off with suction
  5. washwashed thoroughly with water
  6. customdried

Sources & evidence

ORD record
ord-84bbf33a1829406a8807ba752b775339
Source dataset
uspto-grants-1993_10
Patent number
US05254696

Reaction notes

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