Hydrochloric Acid → [3-(4-Methoxy-butyl)-phenyl]-methanol

HRID 1809817노트

반응식

HRID 1809817 반응식
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH:10]=[O:11].CO.[BH4-].[Na+].Cl>C1COCC1>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:8]=[C:9]([CH2:10][OH:11])[CH:12]=[CH:13][CH:14]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 4311764Sodium borohydrideHCID 860534433-(4-Methoxy-butyl)-benzaldehyde

생성물 1

HCID 67544100[3-(4-Methoxy-butyl)-phenyl]-methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of the title D compound, 3-(4-methoxy-butyl)-benzaldehyde (0.1 g, 0.52 mmol) and MeOH (0.063 mL, 1.56 mmol) in 2 mL of THF is added portion wise sodium borohydride (20 mg, 0.52 mmol). The reaction mixture is stirred for 1 hour at room and poured into aqueous 1M HCl. The aqueous layer is extracted twice with ethyl acetate and the combined organic extracts are dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue is purified by flash column chromatography on silica gel (hexane/EtOAc 3/1) to afford the title compound as a colorless oil: TLC, Rf (hexane/AcOEt 2/1)=0.34. MS 212.1 [M+18].

후처리

  1. extractionThe aqueous layer is extracted twice with ethyl acetate
  2. dry with materialthe combined organic extracts are dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue is purified by flash column chromatography on silica gel (hexane/EtOAc 3/1)

출처 및 근거

ORD 기록
ord-818711c7de9c4655951270d0b12ae5d6
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362040B2

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