Triethylamine → ethyl (S)-3-methoxymethoxytetradecanoate

HRID 1821146노트

반응식

HRID 1821146 반응식
[OH:1][C@@H:2]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].ClC[C:22]([O:24][CH2:25]OC)=C.C(N(CC)CC)C>C1COCC1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:22][O:24][CH2:25][O:1][C@@H:2]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 106782943-Chloro-2-(methoxymethoxy)prop-1-eneHCID 56845842Ethyl (3S)-3-hydroxytetradecanoate

생성물 1

HCID 86613490ethyl (S)-3-methoxymethoxytetradecanoate수율 95.2%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 8028Tetrahydrofuran용매

실험 절차

Ethyl (S)-3-hydroxytetradecanoate (2.00 g, 7.3 mmol) and 2-(chloromethyl)-3,5-dioxahexa-1-ene (manufactured by Tokyo Kasei Co., Ltd., 1.20 g, 8.8 mmol) were dissolved in THF (10 mL), p-toluenesulfonic acid (p-TsOH, 10 mg) was added, and the mixture was stirred at room temperature for 15 hr. Triethylamine (1 mL) was poured into the reaction mixture and the mixture was washed with saturated aqueous sodium hydrogencarbonate solution (10 mL) and saturated brine (10 mL), dried over anhydrous magnesium sulfate (0.5 g) and filtered. The solvent was evaporated to give the corresponding ethyl (S)-3-methoxymethoxytetradecanoate (2.20 g, yield 95%).

후처리

  1. washthe mixture was washed with saturated aqueous sodium hydrogencarbonate solution (10 mL) and saturated brine (10 mL)
  2. dry with materialdried over anhydrous magnesium sulfate (0.5 g)
  3. filtrationfiltered
  4. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-4a9632f4cba44fbca1e3ef6df96fac0b
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07605286B2

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