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

HRID 1809817ノート

反応式

HRID 1809817 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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].

後処理

  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)

出典と根拠

ORDレコード
ord-818711c7de9c4655951270d0b12ae5d6
出典データセット
uspto-grants-2013_01
特許番号
US08362040B2

反応ノート

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