Acryloyl chloride → HCID 87110328, compound

HRID 868723Notes

Reaction equation

HRID 868723 reaction equation
[OH:1][CH:2]([O:20][C:21]1[CH:22]=[C:23]([N+:65]([O-:67])=[O:66])[CH:24]=[C:25]([O:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH3:64])[C:26]=1[O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[C:68](Cl)([CH:70]=[CH2:71])=[O:69]>N1C=CC=CC=1>[C:68]([O:1][CH:2]([O:20][C:21]1[CH:22]=[C:23]([N+:65]([O-:67])=[O:66])[CH:24]=[C:25]([O:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH3:64])[C:26]=1[O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])(=[O:69])[CH:70]=[CH2:71]

Participants

4

Reactant 2

HCID 13140Acryloyl chlorideHCID 87109966HCID 87109966, compound

Product 1

HCID 87110328HCID 87110328, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Subsequently, into pyridine controlled at 0° C., dissolved was 4.0 g of 3-(1′-hydroxyoctadecyloxy)-4,5-dioctadecyloxy nitrobenzene and added 0.50 g of acryl chloride for 30 minutes, followed by stirring 1 hour at room temperature. After finishing the reaction, resulting solution was purified via silica gel chromatography (mix solvent of hexane and ethyl acetate) to obtain 3.9 g of 3-(1′-acryloyloxyoctadecyloxy)-4,5-dioctadecyloxy nitrobenzene (yield: 92%).

Workup

  1. customcontrolled at 0° C.
  2. dissolutiondissolved
  3. customthe reaction
  4. customresulting solution
  5. customwas purified via silica gel chromatography (mix solvent of hexane and ethyl acetate)

Sources & evidence

ORD record
ord-20dc7bb1f6b8447e804302ceccdeaa40
Source dataset
uspto-grants-2015_03
Patent number
US08968591B2

Reaction notes

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