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Hydrochloric Acid → 2-Methoxy-4-[2',2',2'-tris(octadecyloxymethyl)ethoxy]benzylamine

HRID 537610
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반응식

HRID 537610 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH2:13][C:14]([CH2:55][O:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH3:74])([CH2:35][O:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54])[CH2:15][O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH:9]=[CH:8][C:4]=1[CH:5]=[N:6]O.Cl>C1COCC1>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH2:13][C:14]([CH2:55][O:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH3:74])([CH2:35][O:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54])[CH2:15][O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH:9]=[CH:8][C:4]=1[CH2:5][NH2:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 866548912-Methoxy-4-[2,2,2-tris(octadecyloxymethyl)ethoxy]benzaldoxime

생성물 1

HCID 532588112-Methoxy-4-[2',2',2'-tris(octadecyloxymethyl)ethoxy]benzylamine수율 107.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-Methoxy-4-[2′,2′,2′-tris(octadecyloxymethyl)ethoxy]benzaldoxime (40 mg, 0.038 mmol) was dissolved in THF (1 ml), diisobutylaluminum hydride (DIBAL)-toluene solution (127 μl, 0.13 mmol) was added dropwise, and the mixture was stirred for 2.5 hr. 1N Hydrochloric acid (2 ml) was added dropwise to the reaction mixture to quench the reaction, and the mixture was extracted with chloroform (2 ml) and washed with 10% aqueous sodium carbonate solution (1 ml). The solvent was evaporated, and acetonitrile (1 ml) was added to the residue. The precipitate was collected by filtration, and purified by silica gel chromatography to give 2-methoxy-4-[2′,2′,2′-tris(octadecyloxymethyl)ethoxy]benzylamine (43 mg, 0.041 mmol, 85%).

후처리

  1. customto quench
  2. customthe reaction
  3. extractionthe mixture was extracted with chloroform (2 ml)
  4. washwashed with 10% aqueous sodium carbonate solution (1 ml)
  5. customThe solvent was evaporated
  6. additionacetonitrile (1 ml) was added to the residue
  7. filtrationThe precipitate was collected by filtration
  8. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-06c250af5bea4b8ab744a940c4494aff
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08859732B2

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