Pyridine → HCID 23125820, compound

HRID 132740Notes

Reaction equation

HRID 132740 reaction equation
[CH:1]([CH:4]([CH:7]([CH:10]([CH3:12])[CH3:11])[CH2:8][OH:9])[CH2:5][OH:6])([CH3:3])[CH3:2].[CH2:13]1[CH2:17][O:16][CH2:15][CH2:14]1.[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.N1C=C[CH:30]=[CH:29][CH:28]=1>O>[C:15]([O:9][CH2:8][CH:7]([CH:10]([CH3:12])[CH3:11])[CH:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][O:6][C:18](=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:16])[C:14]1[CH:13]=[CH:17][CH:30]=[CH:29][CH:28]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 8028TetrahydrofuranHCID 231260292,3-Di(propan-2-yl)butane-1,4-diol

Product 1

HCID 23125820HCID 23125820, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7.7 g 2,3-diisopropyl-1,4-butandiol and 100 ml THF were mixed, and to the mixture was added 12.5 g benzoyl chloride and 14 g pyridine. The mixture was heated refluxing for 4 hours. Upon completing the reaction, water was added to dissolve solid substance. The organic phase was separated, washed, dried, and concentrated to give 13.9 g product, and the yield was 87%.

Workup

  1. temperatureThe mixture was heated
  2. temperaturerefluxing for 4 hours
  3. additionwas added
  4. dissolutionto dissolve solid substance
  5. customThe organic phase was separated
  6. washwashed
  7. customdried
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-7b0ccd0fa38a4908bf56559c6a7dd751
Source dataset
uspto-grants-2008_06
Patent number
US07388061B2

Reaction notes

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