Water → [1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidin-3-yl]acetic acid ethyl ester

HRID 453799

반응식

HRID 453799 반응식
Br[CH2:2][CH:3]1[O:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[O:5][CH2:4]1.[CH2:13]([O:15][C:16](=[O:24])[CH2:17][CH:18]1[CH2:23][CH2:22][CH2:21][NH:20][CH2:19]1)[CH3:14].C([O-])([O-])=O.[K+].[K+].O>C(#N)C>[CH2:13]([O:15][C:16](=[O:24])[CH2:17][CH:18]1[CH2:23][CH2:22][CH2:21][N:20]([CH2:2][CH:3]2[O:8][C:7]3[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=3[O:5][CH2:4]2)[CH2:19]1)[CH3:14]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 983332-Bromomethyl-1,4-benzodioxaneHCID 2760464Ethyl 2-(piperidin-3-yl)acetate

생성물 1

HCID 25175968[1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidin-3-yl]acetic acid ethyl ester

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a mixture of 2-bromomethyl-2,3-dihydrobenzo[1,4]dioxine (1.34 g, 5.84 mmol), piperidin-3-yl-acetic acid ethyl ester (1.0 g, 5.84 mmol) in acetonitrile (25 ml) was added K2CO3 (0.81 g, 5.84 mmol) and KI (0.97 g, 5.84 mmol). The reaction mixture was irradiated under microwaves at 82° C. for 8 h. Water (100 ml) was then added. The reaction mixture was extracted with DCM (3×50 ml). The combined organic phases were dried (Na2SO4), filtered and the filtrate was evaporated to give the title compound, which was purified by column chromatography (DCM/MeOH, 95:5).

후처리

  1. customThe reaction mixture was irradiated under microwaves at 82° C. for 8 h
  2. extractionThe reaction mixture was extracted with DCM (3×50 ml)
  3. dry with materialThe combined organic phases were dried (Na2SO4)
  4. filtrationfiltered
  5. customthe filtrate was evaporated

출처 및 근거

ORD 기록
ord-ec27fb45c4784a3bb44e10e77920f75d
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492549B2

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