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Ethylamine → HCID 53990869, 화합물

HRID 1081283
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HRID 1081283 반응식
[CH3:1][C:2]([NH:5][S:6]([C:9]1[S:17][C:16]2[S:15](=[O:19])(=[O:18])[NH:14][CH2:13][C:12](=O)[C:11]=2[CH:10]=1)(=[O:8])=[O:7])([CH3:4])[CH3:3].C([N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])C.C1(C)C=CC(S(Cl)(=O)=[O:35])=CC=1.C(N)C.[CH2:42]1[CH2:46][O:45][CH2:44][CH2:43]1>>[CH2:44]([O:45][C:46](=[O:35])[CH2:42][CH2:12][CH2:13][N:14]1[CH2:27][C@H:26]([NH:23][CH2:24][CH3:25])[C:11]2[CH:10]=[C:9]([S:6]([NH:5][C:2]([CH3:1])([CH3:3])[CH3:4])(=[O:7])=[O:8])[S:17][C:16]=2[S:15]1(=[O:18])=[O:19])[CH3:43]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 6341EthylamineHCID 73974-Toluenesulfonyl chlorideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 23363812HCID 23363812, 화합물

생성물 1

HCID 53990869HCID 53990869, 화합물수율 37.6%

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온도
0 °C

실험 절차

The product of Step A (8.50g, 19.07 mmol) was dissolved in THF (130 mL) and cooled to 0° C. Triethylamine (10.69 mL, 76.28 mmol) was added followed by p-toluenesulfonyl chloride. The mixture was stirred for three hours and an aqueous solution of ethylamine (20 mL) was added. The mixture was stirred overnight at room temperature and then evaporated to a residue which was diluted with ethyl acetate (100 mL). The ethyl acetate was separated, dried (MgSO4) and evaporated to provide a brown residue which was purified by column chromatography (silica, hexane-ethyl acetate gradient) to give 3.5 g (37.6%) of the desired compound as an oil.

후처리

  1. stirringThe mixture was stirred overnight at room temperature
  2. customevaporated to a residue which
  3. additionwas diluted with ethyl acetate (100 mL)
  4. customThe ethyl acetate was separated
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customto provide a brown residue which
  8. customwas purified by column chromatography (silica, hexane-ethyl acetate gradient)

출처 및 근거

ORD 기록
ord-45f40a28d0d44f4185d5f8f36452df81
출처 데이터셋
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05585377

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