Carbon Tetrachloride → HCID 86723377, compound

HRID 508537Notes

Reaction equation

HRID 508537 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:20][C:21]([F:26])([F:25])[C:22](O)=O.C(N(CC)CC)C.[C:34]([NH2:53])([C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.C(Cl)(Cl)(Cl)[Cl:55]>>[F:20][C:21]([F:26])([F:25])[C:22]([Cl:55])=[N:53][C:34]([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)([C:47]1[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=1)[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Participants

6

Reactant 5

HCID 5943Carbon Tetrachloride2×HCID 6422Trifluoroacetic acidHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 138598Tritylamine

Product 1

HCID 86723377HCID 86723377, compound

Conditions

Temperature
0 °C

Procedure

In a typical reaction, a mixture of about 3 equivalents of triphenylphosphine and trifluoroacetic acid in carbon tetrachloride are cooled to about 0° C. in an ice bath and a 20% excess of triethylamine is added. With continued cooling, about a 20% excess of tritylamine in carbon tetrachloride is slowly added. After completion of the addition, the mixture is heated to about 70° C. for several hours. After cooling, the reaction mixture is extracted with hexane and the solvent evaporated to provide crude 2,2,2-trifluoro-N-(trityl)-ethanimidoyl chloride.

Workup

  1. customIn a typical reaction
  2. additionis slowly added
  3. additionAfter completion of the addition
  4. temperaturethe mixture is heated to about 70° C. for several hours
  5. temperatureAfter cooling
  6. extractionthe reaction mixture is extracted with hexane
  7. customthe solvent evaporated

Sources & evidence

ORD record
ord-803798aca1cf46fc882a7ef790ad3a71
Source dataset
uspto-grants-2015_08
Patent number
US09096526B2

Reaction notes

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