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Hydrochloric Acid → 4-Formyl-2-pentyl-benzoic acid methyl ester

HRID 2261805
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HRID 2261805 반응식
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]2OCC=C[O:11]2)=[CH:6][C:5]=1[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].Cl>C1COCC1>[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[O:11])=[CH:6][C:5]=1[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 675283664-[1,3]Dioxin-2-yl-2-pentyl-benzoic acid methyl ester

생성물 1

HCID 574433334-Formyl-2-pentyl-benzoic acid methyl ester수율 98%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-[1,3]Dioxin-2-yl-2-pentyl-benzoic acid methyl ester (360 mg, 1.3 mmol) in THF (5.0 mL) is added concentrated HCl (0.55 mL, 6.5 mmol). The reaction is stirred for 2.0 h. The reaction mixture is partitioned between EtOAc (20 mL) and water (20 mL). The organic phase is washed with brine (20 mL), dried (Na2SO4), filtered, and concentrated under reduced pressure to a residue. The residue is purified by flash chromatography to afford the title compound as syrup (236 mg, 98%). LC-ES/MS m/e 235.3 (M+1).

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후처리

  1. customThe reaction mixture is partitioned between EtOAc (20 mL) and water (20 mL)
  2. washThe organic phase is washed with brine (20 mL)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure to a residue
  6. customThe residue is purified by flash chromatography

출처 및 근거

ORD 기록
ord-b6cc4ca4ce1f4a4592f6788590ebba7c
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07846960B2

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