Sodium Bicarbonate → (1-Benzhydryl-azetidin-3-yl)-acetaldehyde

HRID 720384

반응식

HRID 720384 반응식
[CH:1]([N:14]1[CH2:17][C:16](=[CH:18]OC)[CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21](=O)(O)[O-:22].[Na+]>O1CCCC1.Cl>[CH:1]([N:14]1[CH2:17][CH:16]([CH2:18][CH:21]=[O:22])[CH2:15]1)([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

5

반응물 2

HCID 516892Sodium BicarbonateHCID 218920531-Benzhydryl-3-(methoxymethylene)azetidine

생성물 1

HCID 58739272(1-Benzhydryl-azetidin-3-yl)-acetaldehyde

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 1-benzhydryl-3-methoxymethylene-azetidine (0.19 g, 0.88 mmol) in tetrahydrofuran (20 mL) and 1N hydrogen chloride (10 mL) was refluxed overnight. The mixture was neutralized with saturated sodium bicarbonate and extracted with methylene chloride (3×50 mL). The combined organic extracts were washed with water (3×50 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuum to afford 0.17 g of the title compound as a light yellow oil. 1H NMR (400 MHz, DMSO-D6): δ 3.2 (br, 4H), 4.42 (s, 1H), 7.13–7.18 (m, 2H), 7.23–7.27 (m, 4H), 7.37–7.40 (m, 4H).

후처리

  1. extractionextracted with methylene chloride (3×50 mL)
  2. washThe combined organic extracts were washed with water (3×50 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuum

출처 및 근거

ORD 기록
ord-246cd350bf024271a337893067ba15ef
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07135479B2

연결된 노트

불러오는 중…