Methyl octanoate → HCID 20454268, compound

HRID 1391198Notes

Reaction equation

HRID 1391198 reaction equation
[NH:1]([C:8]1[CH:21]=[CH:20][C:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:22](OC)(=[O:30])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].CC([O-])C.CC([O-])C.CC([O-])C.[Al+3].[Na]>>[C:22]([O:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][O:12][C:11]1[CH:20]=[CH:21][C:8]([NH:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:9][CH:10]=1)(=[O:30])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Participants

5

Reactant 4

HCID 8091Methyl octanoateHCID 11143Aluminum isopropoxideHCID 5360545SodiumHCID 204542656-[4-(Phenylamino)phenoxy]-1-hexanol

Product 1

HCID 20454268HCID 20454268, compound

Procedure

Following the method of Example 1, a mixture of 28.5 g. of 6-(p-anilinophenoxy)hexanol, 47.5 g. of methyl octanoate, 0.3 g. of aluminum isopropylate and a small chip of sodium metal (about 0.1 g.) was heated at 160°-170° C. for a total of 9 hours. The reaction mixture was then cooled and recrystallized from 2-propanol to afford the ester, 6-(p-anilinophenoxy)hexyl octanoate as a crystalline solid, m.p. 42°-43° C.

Workup

  1. additiona mixture of 28.5 g
  2. temperatureThe reaction mixture was then cooled
  3. customrecrystallized from 2-propanol

Sources & evidence

ORD record
ord-b815d5510677427c958ffccdbd770f16
Source dataset
uspto-grants-1979_02
Patent number
US04141848

Reaction notes

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