Methyl iodide → HCID 69707075, 화합물

HRID 36678노트

반응식

HRID 36678 반응식
[CH2:1]([N:8]1[CH2:12][C@@H:11]([OH:13])[C@H:10]([NH:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[H][H].[CH3:27]I>O1CCCC1>[CH2:1]([N:8]1[CH2:12][C@@H:11]([O:13][CH3:27])[C@H:10]([NH:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 69706831trans-1-Benzyl-3-benzylmethylamino-4-hydroxypyrrolidineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 69707075HCID 69707075, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

17.3 g (58 mmol) of crude trans-1-benzyl-3-benzylmethylamino-4-hydroxy-pyrrolidine in 80 ml of absolute tetrahydrofuran are added dropwise to 2.8 g (93.3 mmol) of 80% strength sodium hydride in 40 ml of absolute tetrahydrofuran and the mixture is heated under reflux at the same time. When the evolution of hydrogen has ended, 8.7 g (61 mmol) of methyl iodide are added dropwise and the mixture is then heated under reflux overnight. It is poured into ice-water and extracted with toluene, the extracts are dried with K2CO3 and concentrated and the residue is distilled.

후처리

  1. temperaturethe mixture is heated
  2. temperatureunder reflux at the same time
  3. temperaturethe mixture is then heated
  4. temperatureunder reflux overnight
  5. extractionextracted with toluene
  6. dry with materialthe extracts are dried with K2CO3
  7. concentrationconcentrated
  8. distillationthe residue is distilled

출처 및 근거

ORD 기록
ord-43ddd1ffd6604e6ba16a65311fcdf3d1
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05416096

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