Triacetoxyperiodinane → 4-Benzyloxyphenylacetaldehyde

HRID 62855

반응식

HRID 62855 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][OH:17])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH:16]=[O:17])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 3017260p-(Benzyloxy)phenethyl alcohol

생성물 1

HCID 114134894-Benzyloxyphenylacetaldehyde수율 79%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

2-(4-Benzyloxy-phenyl)-ethanol (0.64 g, 2.80 mmol) obtained in Step B was dissolved in DCM (10 mL), and Dess-Martin periodinane (2.38 g, 5.60 mmol) was added thereto. The reactant was stirred at room temperature for 2 hours, diluted with DCM, and washed with Na2S2O3.5H2O aqueous solution. The remained organic solution was dried with MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (eluent, EtOAc/Hex=1/5) to obtain the title compound (0.50 g, 79%).

후처리

  1. washwashed with Na2S2O3.5H2O aqueous solution
  2. dry with materialThe remained organic solution was dried with MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by column chromatography (eluent, EtOAc/Hex=1/5)

출처 및 근거

ORD 기록
ord-c47e3fb21b794da6acbfe7bae25b1ab3
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447044B2

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