Methanol → HCID 20534996, compound

HRID 1156566Notes

Reaction equation

HRID 1156566 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[CH:7][C:6]=1[OH:28])(=[O:3])[CH3:2].[CH3:29][C:30]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[CH2:31].CO>C1(C)C=CC=CC=1>[C:1]([NH:4][C:5]1[CH:10]=[C:9]([C:30]([CH3:31])([CH3:29])[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:8]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[CH:7][C:6]=1[OH:28])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 7407Alpha-MethylstyreneHCID 13765207N-[4-(Hexadecyloxy)-2-hydroxyphenyl]acetamide

Product 1

HCID 20534996HCID 20534996, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In 150 ml of toluene was dissolved 20 g of 2-acetylamino-5-hexadecyloxyphenol obtained in Preparation Example 3, and it was then heated at 80°-90° C. together with 8 g of Amberlyst 15 (produced by Rohm & Haas Co.). To this mixture was added dropwise 30 ml of α-methylstyrene, and the resulting mixture was heated as it is for about 7 hours. After the reaction was completed, Amberlyst 15 was removed by filtration and the filtrate was condensed. After the addition of methanol, the condensed filtrate was cooled with ice whereupon the desired product precipitated. The product was collected by filtration and washed well with methanol. Yield: 6.6 g.

Workup

  1. customobtained in Preparation Example 3, and it
  2. temperaturewas then heated at 80°-90° C. together with 8 g of Amberlyst 15 (produced by Rohm & Haas Co.)
  3. temperaturethe resulting mixture was heated as it
  4. customAmberlyst 15 was removed by filtration
  5. customcondensed

Sources & evidence

ORD record
ord-1b39174e811b42debcc292f460daa32f
Source dataset
uspto-grants-1982_06
Patent number
US04336322

Reaction notes

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