Sodium hydride → HCID 15433189, 화합물

HRID 618753

반응식

HRID 618753 반응식
[H-].[Na+].[CH2:3]([O:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:14]2)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:25]1[O:29][C:28]2[CH:30]=[C:31]([Cl:36])[C:32]([CH2:34]Cl)=[CH:33][C:27]=2[O:26]1>CN(C=O)C>[CH2:3]([O:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[N:16]([CH2:34][C:32]1[CH:33]=[C:27]3[O:26][CH2:25][O:29][C:28]3=[CH:30][C:31]=1[Cl:36])[C:15]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:14]2)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 901136-Chloropiperonyl chlorideHCID 95721Ethyl 5-(phenylmethoxy)-1H-indole-2-carboxylate

생성물 1

HCID 15433189HCID 15433189, 화합물수율 50%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirring suspension of sodium hydride (2.03grams (hereinafter "g"), (60% in mineral oil), 50.8 millimoles (hereinafter "mmol")) in DMF (100 milliliters (hereinafter "mL")) was added ethyl 5-benzyloxyindole-2-carboxylate (10.0 g, 33.9 mmol). After 10 minutes (hereinafter "min"), 6-chloropiperonyl chloride (10.4 g, 50.8 mmol) was added. After 1 hour, the mixture was partitioned between water and ethyl acetate. The organic layer was washed with water and saturated brine, dried (MgSO4), filtered and concentrated to leave an oily pale yellow solid. The solid was recrystallized from ethanol to provide the title compound as a white solid (7.8 g, 50%). 1HNMR (400 MHz, CDCl3) d 7.49-7.33 (m, 6H), 7.19-7.08 (m, 3H), 6.87 (s, 1H), 5.86 (s, 2H), 5.78 (s, 1H), 5.77 (s, 2H), 5.11 (s, 2H), 4.33 (q, 2H), 1.36 (t, 3H).

후처리

  1. customthe mixture was partitioned between water and ethyl acetate
  2. washThe organic layer was washed with water and saturated brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto leave an oily pale yellow solid
  7. customThe solid was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-2a19717096534eaabe645841464d90bb
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05955492

연결된 노트

불러오는 중…