HCID 68581004, 화합물 → Citalopram aldehyde

HRID 2235832노트

반응식

HRID 2235832 반응식
[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

참가 물질

4

반응물 1

HCID 68581004HCID 68581004, 화합물

생성물 1

HCID 9944000Citalopram aldehyde수율 107.3%

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 313Hydrochloric Acid용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-5779ff55d68e4a85b6d5e9cbdd130579
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07714023B2

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