Hydrochloric Acid → methyl (2S)-5-acetyl-2-ethyl-2,3-dihydro-benzofuran-2-carboxylate

HRID 2113157ノート

反応式

HRID 2113157 の反応式
[CH2:1]([C@@:3]1([C:12]([O:14][CH3:15])=[O:13])[CH2:7][C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[O:4]1)[CH3:2].[C:16](Cl)(=[O:18])[CH3:17].[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClCCl>[C:16]([C:9]1[CH:10]=[CH:11][C:5]2[O:4][C@:3]([CH2:1][CH3:2])([C:12]([O:14][CH3:15])=[O:13])[CH2:7][C:6]=2[CH:8]=1)(=[O:18])[CH3:17]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 57358441Methyl (2s)-2-ethyl-2,3-dihydro-1-benzofuran-2-carboxylate

生成物 1

HCID 57978455methyl (2S)-5-acetyl-2-ethyl-2,3-dihydro-benzofuran-2-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

Methyl (2S)-2-ethyl-2,3-dihydro-benzofuran-2-carboxylate(3.1 g, 15 mmol) was mixed with acetyl chloride (3.5 g, 45 mmol) and aluminum chloride (6.0 g, 45 mmol) in dichloromethane (100 mL). The reaction mixture was stirred at 25° C. for 1 hr and then poured into 1 N aqueous HCl (100 mL). The organic layer was separated and the aqueous phase was extracted with dichloromethane (50 mL). The combined extracts were washed with brine and concentrated to give essentially pure methyl (2S)-5-acetyl-2-ethyl-2,3-dihydro-benzofuran-2-carboxylate.

後処理

  1. customThe organic layer was separated
  2. extractionthe aqueous phase was extracted with dichloromethane (50 mL)
  3. washThe combined extracts were washed with brine
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-9b23772e317e4423b1d79e6132b6e91c
出典データセット
uspto-grants-2009_04
特許番号
US07524882B2

反応ノート

読み込み中…