Hydrochloric Acid → Ethyl 3-(2,6-dimethylpiperidino)propionate hydrochloride

HRID 1029489노트

반응식

HRID 1029489 반응식
[CH:1]([N:4]([CH:12]([CH3:14])[CH3:13])[CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])([CH3:3])[CH3:2].Br[CH2:16]CC(OCC)=O.CC1CCCC(C)N1.[ClH:31]>O.C(O)C>[ClH:31].[CH3:14][CH:12]1[CH2:13][CH2:16][CH2:2][CH:1]([CH3:3])[N:4]1[CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 68320Ethyl 3-bromopropionateHCID 68843NanofinHCID 15468050Ethyl 3-diisopropylaminopropionate

생성물 1

HCID 19900443Ethyl 3-(2,6-dimethylpiperidino)propionate hydrochloride

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

Ethyl 3-(2,6-dimethylpiperidino)propionate hydrochloride may be obtained by working according to the method described in Example 6 for the preparation of ethyl 3- diisopropylaminopropionate, but starting with ethyl 3bromopropionate (18.1 g), 2,6-dimethylpiperidine (27 cc) and ethanol (30 cc). The reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) and the residue obtained is taken up with water (50 cc) and 4N aqueous hydrochloric acid solution (30 cc). The aqueous phase is washed with ethyl ether (2×80 cc) and neutralized with 4N aqueous sodium hydroxide solution (40 cc). The insoluble oil is extracted with ethyl ether (3×120 cc); the organic extracts are then washed with water (2×80 cc) and concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. The residue is dissolved in ethyl ether (100 cc). A 4.5N solution (13.4 cc) of gaseous hydrochloric acid in ethyl ether is added to the solution obtained. A product precipitates. It is separated by filtration, washed and dried in the air. Ethyl 3-(2,6-dimetylpiperidino)-propionate hydrochloride (14.4 g), m.p. 146° C., is thereby obtained.

후처리

  1. concentrationThe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  2. customthe residue obtained
  3. washThe aqueous phase is washed with ethyl ether (2×80 cc)
  4. extractionThe insoluble oil is extracted with ethyl ether (3×120 cc)
  5. washthe organic extracts are then washed with water (2×80 cc)
  6. concentrationconcentrated to dryness under reduced pressure (2.7 kPa) at 40° C
  7. dissolutionThe residue is dissolved in ethyl ether (100 cc)
  8. additionA 4.5N solution (13.4 cc) of gaseous hydrochloric acid in ethyl ether is added to the solution
  9. customobtained
  10. customA product precipitates
  11. customIt is separated by filtration
  12. washwashed
  13. customdried in the air

출처 및 근거

ORD 기록
ord-7b80141d678b4f3bb99a0cd9ca36e9a0
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05102890

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