Acetic Acid → HCID 59558570, 화합물

HRID 1530322노트

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HRID 1530322 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:10]=O)=[C:6]([CH:9]=1)[C:7]#[N:8].[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClC(Cl)C.ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:10][N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[C:6]([CH:9]=1)[C:7]#[N:8]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 8083MorpholineHCID 5049666Sodium triacetoxyborohydrideHCID 534050365-Bromo-2-formylbenzonitrile

생성물 1

HCID 59558570HCID 59558570, 화합물수율 56.2%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 63651,1-Dichloroethane용매

실험 절차

To a stirred solution of 5-bromo-2-formylbenzonitrile (200 mg, 0.95 mmol) and morpholine (248 mg, 2.85 mmol) in dichloroethane (10 mL), acetic acid (342 mg, 5.7 mmol) was added and reaction stirred at room temperature for 30 minutes. Then sodium triacetoxyborohydride (604 mg, 2.85 mmol) was added to the reaction mixture at 0° C., allowed to attain room temperature and stirring continued for overnight. On completion, reaction mixture was diluted with dichloromethane, washed with water, saturated aqueous sodium bicarbonate solution and dried over sodium sulphate. Removal of the solvent under reduced pressure followed by column chromatographic purification afforded the desired compound (150 mg, 56%).

후처리

  1. customreaction
  2. customto attain room temperature
  3. stirringstirring
  4. waitcontinued for overnight
  5. customOn completion, reaction mixture
  6. washwashed with water, saturated aqueous sodium bicarbonate solution
  7. dry with materialdried over sodium sulphate
  8. customRemoval of the solvent under reduced pressure
  9. customfollowed by column chromatographic purification

출처 및 근거

ORD 기록
ord-bb2c0a7b8ac046bcaeb83552ac34d8f6
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090562B2

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