Pyridine → HCID 86611585, compound

HRID 1432102Notes

Reaction equation

HRID 1432102 reaction equation
[CH2:1]([OH:6])[CH2:2][CH2:3][CH:4]=[CH2:5].N1C=CC=CC=1.[C:13]1([S:19](Cl)(=[O:21])=[O:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(Cl)Cl>[CH2:1]([O:6][S:19]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:21])=[O:20])[CH2:2][CH2:3][CH:4]=[CH2:5]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7369Benzenesulfonyl chlorideHCID 131814-Penten-1-OL

Product 1

HCID 86611585HCID 86611585, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

An ice cold solution of 0.584 g (6.66 mmol) 4-penten-1-ol and 1.11 ml (14.0 mmol) pyridine in 5 ml DCM is treated with 0.866 ml (6.77 mmol) benzene sulfonyl chloride. After 30 minutes at 0° C. the mixture is stirred overnight at rt. The mixture is diluted with DCM, washed with 5% aqueous citric acid, water and 5% aqueous NaHCO3, dried with sodium sulfate and evaporated, yielding the benzenesulfonic acid pent-4-enyl ester as a colorless oil that is used without further purification.

Workup

  1. washwashed with 5% aqueous citric acid, water and 5% aqueous NaHCO3
  2. dry with materialdried with sodium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-835c563702e34f809633a95cd27a64df
Source dataset
uspto-grants-2009_11
Patent number
US07612055B2

Reaction notes

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