2-(4-Methylisoxazol-3-yl)ethanol → 2-(4-Methyl-1,2-oxazol-3-yl)acetic acid

HRID 1771957ノート

反応式

HRID 1771957 の反応式
[CH3:1][C:2]1[C:3]([CH2:7][CH2:8][OH:9])=[N:4][O:5][CH:6]=1.CC(C)=[O:12].OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O.OS([O-])=O.[Na+].CCOC(C)=O>[CH3:1][C:2]1[C:3]([CH2:7][C:8]([OH:12])=[O:9])=[N:4][O:5][CH:6]=1

参加物

6

反応物 2

HCID 900798382-(4-Methylisoxazol-3-yl)ethanolHCID 131709961Jones' reagent

生成物 1

HCID 693006392-(4-Methyl-1,2-oxazol-3-yl)acetic acid収率 77%

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 8857Ethyl Acetate溶媒HCID 23665763Sodium Bisulfite溶媒

実験手順

To a solution of 2-(4-methylisoxazol-3-yl)ethanol, Intermediate S7A, (7 mg, 0.055 mmol) in acetone (Volume: 0.5 mL) at room temperature was added 1.35M Jones reagent (0.082 mL, 0.110 mmol). The reaction mixture was stirred at room temperature for 5 h. The mixture was diluted with 2% NaHSO3 and EtOAc. The organic layer was separated and the aqueous layer was extracted with EtOAc (2×). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated to afford 2-(4-methylisoxazol-3-yl)acetic acid, Intermediate S7B (6 mg, 0.043 mmol, 77% yield). 1H NMR (400 MHz, chloroform-d) δ 8.18 (s, 1H), 3.80 (s, 2H), 2.04 (s, 3H).

後処理

  1. customThe organic layer was separated
  2. extractionthe aqueous layer was extracted with EtOAc (2×)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-bf1a9be49f7242dcb6ef264707422180
出典データセット
uspto-grants-2016_02
特許番号
US09249157B2

反応ノート

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