1-Octanol → HCID 527521, compound

HRID 1461691Notes

Reaction equation

HRID 1461691 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 1 N 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 1 N 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-b094456657504dfc9202726ab21aa5ad
Source dataset
uspto-grants-1991_12
Patent number
US05077217

Reaction notes

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