Sodium Nitrite → HCID 86718008、化合物

HRID 1500470ノート

反応式

HRID 1500470 の反応式
[CH3:1][C@@H:2]1[CH2:6][C:5]2[CH:7]=[C:8]([CH3:11])[CH:9]=[CH:10][C:4]=2[O:3]1.[N:12]([O-:14])=[O:13].[Na+]>C(O)(C(F)(F)F)=O>[CH3:1][C@@H:2]1[CH2:6][C:5]2[CH:7]=[C:8]([CH3:11])[CH:9]=[C:10]([N+:12]([O-:14])=[O:13])[C:4]=2[O:3]1

参加物

4

反応物 2

HCID 23668193Sodium NitriteHCID 86718007HCID 86718007、化合物

生成物 1

HCID 86718008HCID 86718008、化合物

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
0 °C

実験手順

A mixture of (R)-2,5-dimethyl-2,3-dihydrobenzofuran (3d) (2.0 g, 13 mmol) in TFA (40 mL) was cooled to 0° C., NaNO2 (1.7 g, 23 mmol) was added thereto. It was stirred at ambient temperature for 12 h. The mixture was concentrated, poured into water (50 mL), extracted with EtOAc (150 mL), washed with brine, dried and concentrated. The residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (20:1) to give the title compound (3e).

後処理

  1. concentrationThe mixture was concentrated
  2. additionpoured into water (50 mL)
  3. extractionextracted with EtOAc (150 mL)
  4. washwashed with brine
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (20:1)

出典と根拠

ORDレコード
ord-b6a2dfdc30224808820956b1bf791b10
出典データセット
uspto-grants-2015_12
特許番号
US09206166B2

反応ノート

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