Ammonium Chloride → 1-(3-Ethyl-1-benzofuran-2-yl)-3-methylbutan-1-ol

HRID 2091018노트

반응식

HRID 2091018 반응식
[CH2:1]([C:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][C:4]=1[CH:12]=[O:13])[CH3:2].O1CCCC1.[CH2:19]([Mg]Br)[CH:20]([CH3:22])[CH3:21].[Cl-].[NH4+]>O1CCCC1>[CH2:1]([C:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][C:4]=1[CH:12]([OH:13])[CH2:19][CH:20]([CH3:22])[CH3:21])[CH3:2]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 126115243-Ethyl-1-benzofuran-2-carbaldehydeHCID 178420648HCID 178420648, 화합물

생성물 1

HCID 667789351-(3-Ethyl-1-benzofuran-2-yl)-3-methylbutan-1-ol수율 51%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution (50 mL) of 3-ethyl-1-benzofuran-2-carbaldehyde (2.27 g) synthesized above in tetrahydrofuran was added dropwise 1.0M isobutylmagnesium bromide tetrahydrofuran solution (19.5 mL) at 0° C., and the mixture was stirred for 1 hr. Saturated aqueous ammonium chloride solution was added to quench the reaction, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=3:17, volume ratio) to give the title object compound (1.55 g, 51%) as a yellow oil.

후처리

  1. customto quench
  2. customthe reaction
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=3:17, volume ratio)

출처 및 근거

ORD 기록
ord-dad972e7dce74bf7b542bc92372952bf
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436043B2

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