2-Methoxypropene → HCID 10592560, 화합물

HRID 1075479노트

반응식

HRID 1075479 반응식
C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.[OH:18][C@@H:19]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[CH2:20][C:21]([O:23][CH3:24])=[O:22].[CH3:36][O:37][C:38]([CH3:40])=[CH2:39]>C(OCC)C>[CH3:36][O:37][C:38]([O:18][C@@H:19]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[CH2:20][C:21]([O:23][CH3:24])=[O:22])([CH3:40])[CH3:39]

참가 물질

5

반응물 3

HCID 83002-MethoxypropeneHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 11021563(S)-Methyl 3-hydroxytetradecanoate

생성물 1

HCID 10592560HCID 10592560, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Pyridinium p-toluenesulfonate (90 mg) was added to a solution of methyl (S)-3-hydroxytetradecanoate (VIII, 10.32 g, 40 mmol) in 2-methoxypropen (40 mL). After stirring for 20 min at room temperature the reaction mixture was diluted with diethyl ether (30 mL) and extracted first with a saturated aqueous solution of sodium hydrogen carbonate (3 mL) and then with water (2×2 mL). The combined organic phases were dried (Na2SO4) and concentrated under reduced pressure. The residual colorless oil (13.20 g, 99%) was used in the next step without further purification. [α]25D +10.01 (c=0.5 in hexane); 1H NMR (DMSO-D6) δ 0.86 (t, J=7 Hz, 3H), 1.24-1.27 (m, 26H), 1.44-1.46 (m, 2H), 3.09 (s, 3H), 3.58 (s, 3H), 4.03-4.05 (m, 1H); 13C NMR (DMSO-D6) δ 13.85, 22.02, 22.05, 24.26, 24.86, 28.67, 28.91, 28.97, 28.98, 29.03, 30.93, 31.27, 35.13, 40.21, 48.46, 51.15, 67.67, 100.35, 171.62. Anal. Calcd for C19H38O4 : C, 69.05; H, 11.59. Found: C, 69.00; H, 11.63.

후처리

  1. extractionextracted first with a saturated aqueous solution of sodium hydrogen carbonate (3 mL)
  2. dry with materialThe combined organic phases were dried (Na2SO4)
  3. concentrationconcentrated under reduced pressure
  4. customThe residual colorless oil (13.20 g, 99%) was used in the next step without further purification

출처 및 근거

ORD 기록
ord-6ee40d0579e04cefa3581d0c3bdd551d
출처 데이터셋
uspto-grants-1999_05
특허 번호
US05902886

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