홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Water → 11-Cyano-11-[2-(Dimethylamino)ethyl]-6,11-dihydrodibenz[b,e]oxepin

HRID 1156277
노트
인쇄 미리보기

반응식

HRID 1156277 반응식
[H-].[Na+].[C:3]([CH:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH2:9][O:8][C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]1=2)#[N:4].[CH3:20][N:21]([CH3:25])[CH2:22][CH2:23]Cl.O>CN(C)C=O>[C:3]([C:5]1([CH2:23][CH2:22][N:21]([CH3:25])[CH3:20])[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH2:9][O:8][C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]1=2)#[N:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 79012-Chloro-N,N-dimethylethylamineHCID 24758Sodium hydrideHCID 12962149HCID 12962149, 화합물

생성물 1

HCID 1296215711-Cyano-11-[2-(Dimethylamino)ethyl]-6,11-dihydrodibenz[b,e]oxepin수율 42%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매
2회

실험 절차

Sodium hydride (5.0 g; 0.10 mole) is added portionwise with cooling (5°-10° C.) under a nitrogen atmosphere to a solution of 11-cyano-6,11-dihydrodibenz[b,e]oxepin of Example 1A, (20.0 g; 0.09 mole) in dry DMF (200 ml). After thirty minutes, effervescence ceases and 2-dimethylaminoethyl chloride (10.0 g; 0.09 mole) in dimethyl formamide [DMF] (200 ml) is added dropwise. Stirring is continued at 80° C. for sixteen hours. The reaction is cooled and poured into three liters of water. After extraction with ether, the ether is re-extracted with 1 N HCl, and the combined aqueous extracts are made basic with 50% NaOH. After extracting with ether and drying (K2CO3), the solvent is removed in vacuo to provide an oil which is chromatographed on an alumina column. The resulting oil crystallizes upon standing and trituration with hexane yields 11.0 g (42%) of a solid of 11-cyano-11-[2-(dimethylamino)ethyl]-6,11-dihydrodibenz[ b,e]oxepin (m.p. 63°-65° C.),

후처리

  1. waitAfter thirty minutes
  2. waitis continued at 80° C. for sixteen hours
  3. temperatureThe reaction is cooled
  4. extractionAfter extraction with ether
  5. extractionthe ether is re-extracted with 1 N HCl
  6. extractionAfter extracting with ether
  7. dry with materialdrying (K2CO3)
  8. customthe solvent is removed in vacuo
  9. customto provide an oil which
  10. customis chromatographed on an alumina column
  11. customThe resulting oil crystallizes

출처 및 근거

ORD 기록
ord-5015e82ccd70483bbf730a54e4691a85
출처 데이터셋
uspto-grants-1982_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04335122

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트