Formaldehyde → HCID 68338070, 화합물

HRID 2172060노트

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HRID 2172060 반응식
[C:1](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C=O.[O:17]=[C:18]1[C:27]2([CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[CH2:26][C:25]2[C:20](=[N:21][CH:22]=[C:23](/[CH:33]=[CH:34]/[C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH:24]=2)[NH:19]1.C(OCC)(=O)C>ClCCCl.O>[CH3:1][N:30]1[CH2:29][CH2:28][C:27]2([CH2:26][C:25]3[C:20](=[N:21][CH:22]=[C:23](/[CH:33]=[CH:34]/[C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH:24]=3)[NH:19][C:18]2=[O:17])[CH2:32][CH2:31]1

참가 물질

7

반응물 4

HCID 712FormaldehydeHCID 8857Ethyl AcetateHCID 5049666Sodium triacetoxyborohydrideHCID 68338146(E)-Ethyl 3-(2-oxo-2,4-dihydro-1H-spiro[[1,8]naphthyridine-3,4'-piperidine]-6-yl)acrylate

생성물 1

HCID 68338070HCID 68338070, 화합물

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 962Water용매

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온도
70 °C

실험 절차

Sodium triacetoxyborohydride (1.2 g, 5.73 mmol) and paraformaldehyde (172 mg, 5.73 mmol) were successively added to a suspension of (E)-ethyl 3-(2-oxo-2,4-dihydro-1H-spiro[[1,8]naphthyridine-3,4′-piperidine]-6-yl)acrylate (904 mg, 2.87 mmol) in 1,2-dichloroethane (40 mL) at room temperature. The reaction mixture was then heated up to 70° C. and stirred for 2 hours. After cooling down to room temperature, the reaction mixture was diluted by addition of ethyl acetate (50 mL) and water (50 mL). The aqueous layer was separated and extracted with ethyl acetate (2×50 mL). The combined organic phases were washed with a saturated solution of sodium hydrogenocarbonate (3×60 mL), dried over sodium sulfate, filtered and concentrated to dryness. The title product was obtained as a white solid (862 mg, 91%).

후처리

  1. temperatureAfter cooling down to room temperature
  2. customThe aqueous layer was separated
  3. extractionextracted with ethyl acetate (2×50 mL)
  4. washThe combined organic phases were washed with a saturated solution of sodium hydrogenocarbonate (3×60 mL)
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-cdd40cf46a064c0c9671ba13146bd495
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051321B2

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