Water → 4-(1-Azetidinyl)butanal dimethylacetal

HRID 865697노트

반응식

HRID 865697 반응식
[NH:1]1[CH2:4][CH2:3][CH2:2]1.[CH3:5][O:6][CH:7]([O:12][CH3:13])[CH2:8][CH2:9][CH2:10]Cl.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH3:5][O:6][CH:7]([O:12][CH3:13])[CH2:8][CH2:9][CH2:10][N:1]1[CH2:4][CH2:3][CH2:2]1

참가 물질

6

반응물 4

HCID 962WaterHCID 10422AzetidineHCID 11430Potassium CarbonateHCID 1225364-Chloro-1,1-dimethoxybutane

생성물 1

HCID 233745854-(1-Azetidinyl)butanal dimethylacetal

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of azetidine (2.0 g, 35.0 mmol), 4-chlorobutanal dimethylacetal (5.88 g, 39.0 mmol) and K2CO3 (5.38 g, 39.0 mmol), in anhydrous DMF (100ml), was stirred at room temperature for 72 h. Water (50 ml) was added and the mixture extracted with EtOAc (3×150 ml). The combined extracts were washed with H2O (3×50ml), dried (Na2SO4) and evaporated. The crude product was purified by distillation (1.2 g). δ (360 MHz, CDCl3) 1.35-1.42 (2H, m, CH2), 1.57-1.64 (2H, m, CH2), 2.00-2.40 (2H, m, CH2), 2.36 (2H, t, J=9.0 Hz, CH2), 3.15 (4H, m, t, J=7.0 Hz, 2 of CH2), 3.33 (6H, s, 2 of OMe), 4.35 (1H, t, J=5.7 Hz, CH).

후처리

  1. extractionthe mixture extracted with EtOAc (3×150 ml)
  2. washThe combined extracts were washed with H2O (3×50ml)
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. distillationThe crude product was purified by distillation (1.2 g)

출처 및 근거

ORD 기록
ord-236248cb2e9f49cf85e4a869a7b084f4
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05567726

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