2-Vinylpyridine → HCID 86660912, compound

HRID 2095229Notes

Reaction equation

HRID 2095229 reaction equation
[C:1]([OH:4])(=[S:3])[CH3:2].[CH:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)=[CH2:6]>>[C:1]([O:4][CH2:6][CH2:5][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)(=[S:3])[CH3:2]

Participants

3

Conditions

Temperature
5 °C

Procedure

Into a 100-mL four-necked flask equipped with a nitrogen gas introduction tube, thermometer, Dimroth condenser, and dropping funnel was introduced 15.22 g (0.20 mol) of thioacetic acid (manufactured by Tokyo Kasei Kogyo Co., Ltd.). The contents began to be stirred, and nitrogen was introduced. Thereafter, the contents were cooled to 5° C. or lower with an ice bath, and 21.03 g (0.20 mol) of 2-vinylpyridine was added dropwise thereto through the dropping funnel over 1 hour. After completion of the dropwise addition, the ice bath was removed, and the mixture was stirred at room temperature for further 1 hour and reacted. After completion of the reaction, the liquid reaction mixture was subjected to vacuum distillation under the conditions of a bath temperature of 120° C. and a pressure of 0.8 kPa to obtain 27.8 g of 2-pyridylethyl thioacetate. As a result of analysis by gas chromatography, the 2-pyridylethyl thioacetate was found to have a purity of 96.8% and the yield thereof was found to be 78.2%.

Workup

  1. customInto a 100-mL four-necked flask equipped with a nitrogen gas introduction tube
  2. additionnitrogen was introduced
  3. additionAfter completion of the dropwise addition
  4. customthe ice bath was removed
  5. stirringthe mixture was stirred at room temperature for further 1 hour
  6. customreacted
  7. customAfter completion of the reaction
  8. customthe liquid reaction mixture
  9. distillationwas subjected to vacuum distillation under the conditions of a bath temperature of 120° C.

Sources & evidence

ORD record
ord-51572c5f6e6646c2b35c28a36fc16f6b
Source dataset
uspto-grants-2013_05
Patent number
US08445731B2

Reaction notes

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