Methyl hexanoate → HCID 20454267, compound

HRID 1391197Notes

Reaction equation

HRID 1391197 reaction equation
[Na].[NH:2]([C:9]1[CH:19]=[CH:18][C:12]([O:13][CH2:14][CH2:15][CH2:16][OH:17])=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:20](OC)(=[O:26])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>CC([O-])C.CC([O-])C.CC([O-])C.[Al+3]>[C:20]([O:17][CH2:16][CH2:15][CH2:14][O:13][C:12]1[CH:18]=[CH:19][C:9]([NH:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)=[CH:10][CH:11]=1)(=[O:26])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 7824Methyl hexanoateHCID 5360545SodiumHCID 20454272HCID 20454272, compound

Product 1

HCID 20454267HCID 20454267, compound

Reagents, catalysts & solvents 1

HCID 11143Aluminum isopropoxideCatalyst

Procedure

Following the method of Example 1 using a mixture of sodium metal and aluminum isopropylate catalysts, the reaction of 24.3 g. of 3-(p-anilinophenoxy)propanol with 13 g. of methyl hexanoate was carried out at 140°-145° C. for several hours. The reaction mixture was dissolved in petroleum ether, washed with sodium bicarbonate solution and then with water and dried. After removal of solvent, the residue was recrystallized from isooctane to isolate the ester, 3-(p-anilinophenoxy)propyl hexanoate as a crystalline solid, m.p. 50°-51° C.

Workup

  1. customthe reaction of 24.3 g
  2. washwashed with sodium bicarbonate solution
  3. dry with materialwith water and dried
  4. customAfter removal of solvent
  5. customthe residue was recrystallized from isooctane

Sources & evidence

ORD record
ord-5f72e0894fa24f73b00b271bc2c069a8
Source dataset
uspto-grants-1979_02
Patent number
US04141848

Reaction notes

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