Hydrochloric Acid → HCID 357673, compound

HRID 1367478Notes

Reaction equation

HRID 1367478 reaction equation
[CH:1]1([OH:6])[CH2:5][CH:4]=[CH:3][CH2:2]1.[C:7]1([CH3:17])[CH:12]=[CH:11][C:10]([S:13](Cl)(=[O:15])=[O:14])=[CH:9][CH:8]=1.Cl>N1C=CC=CC=1>[CH:1]1([O:6][S:13]([C:10]2[CH:11]=[CH:12][C:7]([CH3:17])=[CH:8][CH:9]=2)(=[O:15])=[O:14])[CH2:5][CH:4]=[CH:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 2814783-Cyclopenten-1-ol

Product 1

HCID 357673HCID 357673, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

Cyclopent-3-ene-1-ol (200 mg, 2.38 mmol) was dissolved in pyridine (2.5 ml) and p-toluenesulfonyl chloride (558 mg, 2.92 mmol) was added portionwise at 0° C. After the addition was completed the reaction mixture was stirred at 0° C. for 3 h and then kept in the fridge overnight. Then it was poured into to a mixture of ice and diluted HCl (pH ˜5). The solid was filtered off, washed with diluted HCl and dried to obtain the title compound as off-white solid (447 mg, 79%). MS (EI): 256.2 (M+NH4)+.

Workup

  1. additionAfter the addition
  2. customkept in the fridge overnight
  3. filtrationThe solid was filtered off
  4. washwashed with diluted HCl
  5. customdried

Sources & evidence

ORD record
ord-0be40ecef4854c8889775761ca16910f
Source dataset
uspto-grants-2011_02
Patent number
US07893099B2

Reaction notes

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