HCID 68581004、化合物 → Citalopram aldehyde

HRID 2235832ノート

反応式

HRID 2235832 の反応式
[O:1]1CCO[CH:2]1[CH2:6][CH2:7][C:8]1([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[C:16]2[C:11](=[CH:12][C:13]([C:17]#[N:18])=[CH:14][CH:15]=2)[CH2:10][O:9]1>CC(C)=O.Cl>[F:25][C:22]1[CH:21]=[CH:20][C:19]([C:8]2([CH2:7][CH2:6][CH:2]=[O:1])[C:16]3[C:11](=[CH:12][C:13]([C:17]#[N:18])=[CH:14][CH:15]=3)[CH2:10][O:9]2)=[CH:24][CH:23]=1

参加物

4

反応物 1

HCID 68581004HCID 68581004、化合物

生成物 1

HCID 9944000Citalopram aldehyde収率 107.3%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒2 回HCID 313Hydrochloric Acid溶媒2 回

実験手順

1-(2-[1, 3]-dioxolan-2-yl-ethyl)-1-(4-fluorophenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile (6 g) was dissolved in a mixture of acetone (100 mL) and aqueous HCl (5N, 30 mL). The reaction mixture was stirred at room temperature for 60 h, and concentrated to remove acetone. The aqueous solution was extracted with ethyl acetate (40 mL), and concentrated to give a crude oil. It was dissolved in acetone (80 mL) and aqueous HCl (5N, 25 mL), stirred for 3 h, and concentrated to remove acetone. The aqueous solution was extracted with ethyl acetate (40 mL), washed with water, and concentrated to give the pure product 7 (5.6 g). 1H NMR (CDCl3, δ): 2.22-2.64 (M, 4H), 5.14 (s, 2H), 6.94-7.06 (m, 2H), 7.40-7.63 (m, 5H), 9.70 (s, 1H).

後処理

  1. concentrationconcentrated
  2. customto remove acetone
  3. extractionThe aqueous solution was extracted with ethyl acetate (40 mL)
  4. concentrationconcentrated
  5. customto give a crude oil
  6. concentrationconcentrated
  7. customto remove acetone
  8. extractionThe aqueous solution was extracted with ethyl acetate (40 mL)
  9. washwashed with water
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-5779ff55d68e4a85b6d5e9cbdd130579
出典データセット
uspto-grants-2010_05
特許番号
US07714023B2

反応ノート

読み込み中…