1-Octanol → HCID 527521, compound

HRID 1614736Notes

Reaction equation

HRID 1614736 reaction equation
[CH2:1]([OH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[Cl:10][CH:11]([CH3:15])[C:12](Cl)=[O:13]>N1C=CC=CC=1.O1CCCC1>[CH2:1]([O:9][C:12](=[O:13])[CH:11]([Cl:10])[CH3:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

5

Reactant 2

HCID 9571-OctanolHCID 1110192-Chloropropionyl chloride

Product 1

HCID 527521HCID 527521, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8028TetrahydrofuranSolvent

Procedure

Racemic 2-chloropropionate octyl ester was prepared by reacting 130 gm (1.0 mol) of n-octanol with 127 gm (1.0 mol) of 2-chloropropionyl chloride in 240 ml of pyridine and 50 ml of tetrahydrofuran. The reaction was carried out for 24 hours after which the solution was washed with 100 ml of 1N HCl and 100 ml of distilled water. 500 ml of ether was added, then washed with 3×500 ml of saturated solution of NaHCO3 and 500 ml of saturated solution of NaCl. The organic phase was finally dried over MgSO4. The total weight of 2-chloropropionate octyl ester obtained was 248 gm.

Workup

  1. washafter which the solution was washed with 100 ml of 1N HCl and 100 ml of distilled water
  2. addition500 ml of ether was added
  3. washwashed with 3×500 ml of saturated solution of NaHCO3 and 500 ml of saturated solution of NaCl
  4. dry with materialThe organic phase was finally dried over MgSO4

Sources & evidence

ORD record
ord-de12640c525244949b5f8fa6f4adf9a3
Source dataset
uspto-grants-1993_03
Patent number
US05198568

Reaction notes

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