Triethylamine → ethyl (S)-3-methoxymethoxytetradecanoate

HRID 1821146ノート

反応式

HRID 1821146 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 86613490ethyl (S)-3-methoxymethoxytetradecanoate収率 95.2%

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-4a9632f4cba44fbca1e3ef6df96fac0b
出典データセット
uspto-grants-2009_10
特許番号
US07605286B2

反応ノート

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