Pyridine → HCID 21764419, compound

HRID 2287121Notes

Reaction equation

HRID 2287121 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[C:6]1([C:12]2([CH2:18][CH2:19][OH:20])[CH:17]=[CH:16][CH2:15][CH:14]=[CH:13]2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.N1C=CC=CC=1>O>[C:6]1([C:12]2([CH2:18][CH2:19][O:20][S:2]([CH3:1])(=[O:4])=[O:3])[CH:17]=[CH:16][CH2:15][CH:14]=[CH:13]2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 21764418HCID 21764418, compound

Product 1

HCID 21764419HCID 21764419, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

18.6 g. of methanesulfonyl chloride are added dropwise while stirring and cooling with ice to a solution of 27 g. of 1-phenyl-2,5-cyclohexadien-1-ethanol in 270 ml. of absolute pyridine. After stirring at room temperature for 3 hours, about 250 ml. of water are added. The separated product is filtered off under suction, washed with water and dried. The crude product is recrystallized from benzene/hexane, there being obtained methansulfonic acid 2-(1-phenyl-2,5-cyclohexadien-1-yl)-ethyl ester as colorless crystals of melting point 64°-65° C.

Workup

  1. temperaturecooling with ice to a solution of 27 g
  2. stirringAfter stirring at room temperature for 3 hours
  3. filtrationThe separated product is filtered off under suction
  4. washwashed with water
  5. customdried
  6. customThe crude product is recrystallized from benzene/hexane, there

Sources & evidence

ORD record
ord-97cef594c8e14e83b3865ce8d1785271
Source dataset
uspto-grants-1981_05
Patent number
US04269788

Reaction notes

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