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methyl (S)-lactate → methyl (S)-2-(methoxymethoxy)propionate

HRID 1821145
ノート
印刷プレビュー

反応式

HRID 1821145 の反応式
[C:1]([O:6][CH3:7])(=[O:5])[C@H:2]([CH3:4])[OH:3].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.ClC[C:27]([O:29][CH2:30]OC)=C.C(=O)([O-])O.[Na+]>C1(C(F)(F)F)C=CC=CC=1>[CH3:27][O:29][CH2:30][O:3][C@@H:2]([CH3:4])[C:1]([O:6][CH3:7])=[O:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 94386methyl (S)-lactateHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 516892Sodium BicarbonateHCID 106782943-Chloro-2-(methoxymethoxy)prop-1-ene

生成物 1

HCID 10582920methyl (S)-2-(methoxymethoxy)propionate収率 84%

試薬・触媒・溶媒 1

HCID 7368
(Trifluoromethyl)benzene
溶媒

実験手順

Methyl L-lactate (208 mg, 2 mmol) was dissolved in benzotrifluoride (2.0 mL), pyridinium p-toluenesulfonate (PPTS, 50 mg, 0.2 mmol) was added and then 2-(chloromethyl)-3,5-dioxahexa-1-ene (manufactured by Tokyo Kasei Kogyo Co., Ltd., 327 mg, 2.4 mmol) was added, and the mixture was stirred at room temperature for 24 hrs. Saturated aqueous sodium hydrogencarbonate solution (3 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate (4 mL). The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution (2 mL) and dried over anhydrous magnesium sulfate (0.5 g), and the solvent was evaporated under reduced pressure to give methyl (S)-2-(methoxymethoxy)propionate (248 mg, yield 84%).

後処理

  1. extractionthe mixture was extracted with ethyl acetate (4 mL)
  2. washThe organic layer was washed with saturated aqueous sodium hydrogencarbonate solution (2 mL)
  3. dry with materialdried over anhydrous magnesium sulfate (0.5 g)
  4. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-5d5db703235044468071285d6242b432
出典データセット
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07605286B2

反応ノート

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