Hydrochloric Acid → methyl (S)-3-benzyloxymethyloxy-2-methylpropionate

HRID 654987노트

반응식

HRID 654987 반응식
[CH3:1][C@@H:2]([CH2:7][OH:8])[C:3]([O:5][CH3:6])=[O:4].C(N(C(C)C)CC)(C)C.[CH2:18]([O:25][CH2:26]Cl)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl>ClCCl.C(OCC)(=O)C>[CH2:18]([O:25][CH2:26][O:8][CH2:7][C@H:2]([CH3:1])[C:3]([O:5][CH3:6])=[O:4])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 137983Benzyl chloromethyl etherHCID 10192563methyl (2S)-3-hydroxy-2-methylpropanoate

생성물 1

HCID 14348497methyl (S)-3-benzyloxymethyloxy-2-methylpropionate

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

Methyl (S)-(+)-2-methyl-3-hydroxypropionate (2.0 g; 16.9 mmole) and diisopropylethylamine (2.2 g; 17.1 mmole) were dissolved in dry dichloromethane (2 ml), and benzyloxymethyl chloride (2.7 g; 17.3 mmole) was dropwise added thereto, followed by stirring for 1 hour. 1N Hydrochloric acid (10 ml) and ethyl acetate (20 ml) were added thereto, and the aqueous layer was extracted with ethyl acetate. The extract was combined with the organic layer, washed with a sodium bicarbonate solution and water and dried over anhydrous magnesium sulfate. After removal of the solvent under reduced pressure, the residue was purified by silica gel column chromatography to give methyl (S)-3-benzyloxymethyloxy-2-methylpropionate.

후처리

  1. extractionthe aqueous layer was extracted with ethyl acetate
  2. washwashed with a sodium bicarbonate solution and water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customAfter removal of the solvent under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a31efad7e8364d32bd45e1d90163e36e
출처 데이터셋
uspto-grants-1992_07
특허 번호
US05134231

반응 노트

불러오는 중…