Triacetoxyperiodinane → 4-Benzyloxyphenylacetaldehyde

HRID 62855

反応式

HRID 62855 の反応式
[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

参加物

4

反応物 2

HCID 159087TriacetoxyperiodinaneHCID 3017260p-(Benzyloxy)phenethyl alcohol

生成物 1

HCID 114134894-Benzyloxyphenylacetaldehyde収率 79%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-c47e3fb21b794da6acbfe7bae25b1ab3
出典データセット
uspto-grants-2016_09
特許番号
US09447044B2

関連ノート

読み込み中…