2-Methoxypropene → HCID 10592560、化合物

HRID 1075479ノート

反応式

HRID 1075479 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 10592560HCID 10592560、化合物

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6ee40d0579e04cefa3581d0c3bdd551d
出典データセット
uspto-grants-1999_05
特許番号
US05902886

反応ノート

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