Hydrochloric Acid → 3-(2,3-Dihydro-1-benzofuran-5-yl)propan-1-ol

HRID 1093468노트

반응식

HRID 1093468 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][C:12](O)=[O:13])=[CH:9][C:4]=2[CH2:3][CH2:2]1.O1CCCC1.B.O.Cl>O1CCCC1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][CH2:12][OH:13])=[CH:9][C:4]=2[CH2:3][CH2:2]1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 2723981Borane;tetrahydrofuranHCID 28154053-(2,3-Dihydro-1-benzofuran-5-yl)propanoic acid

생성물 1

HCID 534250023-(2,3-Dihydro-1-benzofuran-5-yl)propan-1-ol수율 103%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

3-(2,3-Dihydrobenzofuran-5-yl)propionic acid (2.00 g) was dissolved in tetrahydrofuran (20 ml), and a tetrahydrofuran-borane.tetrahydrofuran solution (1 mol/l, 11.5 ml) was added dropwise to the mixture under ice-cooling. The mixture was stirred under ice-cooling for 1 hr, and further at room temperature for 16 hr. Water was added to the reaction mixture, and 1M aqueous hydrochloric acid solution was added. The mixture was extracted with ethyl acetate, washed with water, saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the object product (1.91 g) as a colorless oil.

후처리

  1. temperaturecooling
  2. temperaturecooling for 1 hr
  3. additionwas added
  4. extractionThe mixture was extracted with ethyl acetate
  5. washwashed with water, saturated aqueous sodium hydrogen carbonate solution and saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customThe obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-92bd6c83ced041d09f489f479e3424ed
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129361B2

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