Pyridine → HCID 15035613, compound

HRID 1461410Notes

Reaction equation

HRID 1461410 reaction equation
[F:1][C:2]([F:8])([CH:5]([F:7])[F:6])[CH2:3][OH:4].[CH:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][C:10]=1[S:19](Cl)(=[O:21])=[O:20].N1C=CC=CC=1>CN(C)C1C=CN=CC=1.O>[CH:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][C:10]=1[S:19]([O:4][CH2:3][C:2]([F:8])([F:1])[CH:5]([F:7])[F:6])(=[O:20])=[O:21]

Participants

6

Reactant 3

HCID 1049PyridineHCID 64412,2,3,3-Tetrafluoro-1-propanolHCID 71252-Naphthalenesulfonyl chloride

Product 1

HCID 15035613HCID 15035613, compoundYield 76.2%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 962WaterSolvent

Procedure

A mixture of 52.8 parts of 2,2,3,3-tetrafluoro-1-propanol, 117.8 parts of 2-naphthalenesulfonyl chloride, 294 parts of pyridine and 2.0 parts of N,N-dimethyl-4-pyridinamine was stirred for 48 hours at room temperature. The reaction mixture was diluted with water and the whole was left to crystallize. The product was filtered off, washed with water and recrystallized from 2-propanol, yielding 98.2 parts (76.2%) of 2,2,3,3-tetrafluoropropyl 2-naphthalenesulfonate; mp. 89.6° C. (interm. 27).

Workup

  1. waitthe whole was left
  2. customto crystallize
  3. filtrationThe product was filtered off
  4. washwashed with water
  5. customrecrystallized from 2-propanol

Sources & evidence

ORD record
ord-bdd7411ec8bf4b2686107c43e7d88142
Source dataset
uspto-grants-1991_12
Patent number
US05075309

Reaction notes

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