Benzoyl chloride → HCID 14277502, 화합물

HRID 1709652노트

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HRID 1709652 반응식
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][C@H:11]1[CH2:25][C@H:24]2[C@@H:14]([CH2:15][C:16]3[C:26]4[C:19](=[CH:20][CH:21]=[CH:22][C:23]2=4)[NH:18][CH:17]=3)[N:13]([CH2:27][CH2:28][CH3:29])[CH2:12]1>C(Cl)Cl.C(N(CC)CC)C>[C:1]([NH:10][C@H:11]1[CH2:25][C@H:24]2[C@@H:14]([CH2:15][C:16]3[C:26]4[C:19](=[CH:20][CH:21]=[CH:22][C:23]2=4)[NH:18][CH:17]=3)[N:13]([CH2:27][CH2:28][CH3:29])[CH2:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 7412Benzoyl chlorideHCID 134688038alpha-Amino-6-n-propylergoline

생성물 1

HCID 14277502HCID 14277502, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8471Triethylamine용매

반응 조건

온도
20 °C

실험 절차

1.4 ml benzoylchloride in 5 ml CH2Cl2 are added drop-wise with stirring at 5°-10° C. to a suspension of 3.0 g 8α-amino-6-n-propylergoline in 100 ml CH2Cl2 and 2.0 ml triethylamine. The obtained reaction mixture is stirred for 15 to 20 hours at 20° C. and then washed thoroughly 2× with 25 ml 2N NaOH and H2O. The organic phase is dried over MgSO4, filtered and evaporated. The residue (pale brown foam) is dissolved in ethanol, and crystallised as the hydrobromide by addition of equivalent amounts of HBr in acetic acid. M.P. on recrystallisation from C2H5OH/H2O (80:2)=290° with decomposition.

후처리

  1. customThe obtained reaction mixture
  2. washwashed thoroughly 2× with 25 ml 2N NaOH and H2O
  3. dry with materialThe organic phase is dried over MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. dissolutionThe residue (pale brown foam) is dissolved in ethanol
  7. customcrystallised as the hydrobromide by addition of equivalent amounts of HBr in acetic acid
  8. customM.P. on recrystallisation from C2H5OH/H2O (80:2)=290° with decomposition

출처 및 근거

ORD 기록
ord-daf488a7569b4a98b4399a51c6cd9c30
출처 데이터셋
uspto-grants-1990_08
특허 번호
US04950672

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