Ethyl Acetate → 5-(2-Hydroxy-3-pyrrolidin-1-yl-propoxy)-6-methoxy-indan-1-one

HRID 1714441

반응식

HRID 1714441 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][C:9]2=[O:12])=[CH:5][C:4]=1[O:13][CH2:14][CH:15]1[CH2:17][O:16]1.[NH:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1.C(OCC)(=O)C>COCCOC>[OH:16][CH:15]([CH2:17][N:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1)[CH2:14][O:13][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][C:3]=1[O:2][CH3:1])[C:9](=[O:12])[CH2:8][CH2:7]2

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 31268PyrrolidineHCID 184458206-Methoxy-5-oxiranylmethoxy-indan-1-one2회

생성물 1

HCID 184456745-(2-Hydroxy-3-pyrrolidin-1-yl-propoxy)-6-methoxy-indan-1-one

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

A mixture of 6-methoxy-5-oxiranylmethoxy-indan-1-one (Intermediate M, 2.5 g, 0.0106 mole) and pyrrolidine (0.9 mL, 0.011 mole) was stirred in 50 mL of DME at 50° C. for 5 hrs under Argon. Then, 150 mL of ethyl acetate was added and the solution washed with water (2×). Following extraction with 2N HCl, the aqueous acidic layer was made basic with 3N NaOH and extracted with ethyl acetate. The ethyl acetate extracts were washed with brine, dried over sodium sulfate and the solvent removed in vacuo. The resulting residue was triturated with diethyl ether to yield the title compound. MS m/z 306 (M+H)+.

후처리

  1. washthe solution washed with water (2×)
  2. extractionextraction with 2N HCl
  3. extractionextracted with ethyl acetate
  4. washThe ethyl acetate extracts were washed with brine
  5. dry with materialdried over sodium sulfate
  6. customthe solvent removed in vacuo
  7. customThe resulting residue was triturated with diethyl ether

출처 및 근거

ORD 기록
ord-ba2bbb58c36a4f9182ce2bc45a480ccd
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795440B2

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