Niacin sodium → (R)-(2-pentadecanoyloxy-3-tridecyloxycarbonylpropyl)trimethylammonium nicotinate

HRID 1599519노트

반응식

HRID 1599519 반응식
[Cl-].[C:2]([O:18][C@H:19]([CH2:25][C:26]([O: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][CH3:41])=[O:27])[CH2:20][N+:21]([CH3:24])([CH3:23])[CH3:22])(=[O:17])[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][CH3:16].[C:42]([O-:50])(=[O:49])[C:43]1[CH:48]=[CH:47][CH:46]=[N:45][CH:44]=1.[Na+]>O>[C:42]([O-:50])(=[O:49])[C:43]1[CH:48]=[CH:47][CH:46]=[N:45][CH:44]=1.[C:2]([O:18][C@H:19]([CH2:25][C:26]([O: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][CH3:41])=[O:27])[CH2:20][N+:21]([CH3:22])([CH3:23])[CH3:24])(=[O:17])[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][CH3:16]

참가 물질

4

반응물 2

HCID 23687810Niacin sodiumHCID 86752438(R)-(2-pentadecanoyloxy-3-tridecyloxycarbonylpropyl)trimethylammonium chloride

생성물 1

HCID 67643542(R)-(2-pentadecanoyloxy-3-tridecyloxycarbonylpropyl)trimethylammonium nicotinate수율 94.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a suspension of (R)-(2-pentadecanoyloxy-3-tridecyloxycarbonylpropyl)trimethylammonium chloride (1.5 g, 2.48 mmol) obtained in Example 2 and sodium nicotinate (3.0 g, 20.7 mmol) in 30 ml of tetrahydrofuran-ethyl acetate (1:1) was added 15 ml of water, and the mixture was stirred for 46.5 hours at room temperature. After the organic layer was separated and washed with 10 ml of water, the solvent was removed under reduced pressure, and the residue was azeotroped with ethyl acetate. The residual oily product was dissolved in 20 ml of diethyl ether, and the insoluble materials were removed by filtration. After diethyl ether was removed under reduced pressure, the residue was dried to give 1.62 g of (R)-(2-pentadecanoyloxy-3-tridecyloxycarbonylpropyl)trimethylammonium nicotinate as a colorless solid.

후처리

  1. customAfter the organic layer was separated
  2. washwashed with 10 ml of water
  3. customthe solvent was removed under reduced pressure
  4. customthe residue was azeotroped with ethyl acetate
  5. dissolutionThe residual oily product was dissolved in 20 ml of diethyl ether
  6. customthe insoluble materials were removed by filtration
  7. customAfter diethyl ether was removed under reduced pressure
  8. customthe residue was dried

출처 및 근거

ORD 기록
ord-0d89327e2d1e4c22b9a6f3293390c519
출처 데이터셋
uspto-grants-1998_04
특허 번호
US05741816

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