Triethylamine → HCID 86662381, 화합물

HRID 578684노트

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HRID 578684 반응식
[C:1]([O:5][C:6](=[O:21])[NH:7][CH:8]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=1)[CH2:9][CH2:10][OH:11])([CH3:4])([CH3:3])[CH3:2].C(N([CH2:27][CH3:28])CC)C.[C:29]1(C)[C:30]([S:35](Cl)(=[O:37])=[O:36])=[CH:31][CH:32]=C[CH:34]=1>ClCCl.O>[C:1]([O:5][C:6]([NH:7][CH:8]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=1)[CH2:9][CH2:10][O:11][S:35]([C:30]1[CH:31]=[CH:32][C:27]([CH3:28])=[CH:34][CH:29]=1)(=[O:37])=[O:36])=[O:21])([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 8623o-Toluenesulfonyl chlorideHCID 19104047HCID 19104047, 화합물

생성물 1

HCID 86662381HCID 86662381, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매3회

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온도
0 °C

실험 절차

2 g (6.75 mmol) [3-Hydroxy-1-(3-nitro-phenyl)-propyl]-carbamic acid tert-butyl ester were dissolved in 10 ml dichloromethane and 1.4 ml (20.1 mmol) triethylamine. Under ice-cooling, 1.54 g (8.10 mmol) toluene sulfonic acid chloride in 5 ml dichloromethane were added and the mixture was stirred 30 min at 0° C. and 18 h at room temperature. The reaction mixture was diluted with 10 ml water and 30 ml dichloromethane, the organic layer was separated and washed with water, dried over Na2SO4 and evaporated to dryness. The crude product was used without further purification. 3.05 g, Rt.=3.35 min (method C), LCMS: 351 (M-boc+H).

후처리

  1. temperatureUnder ice-cooling
  2. customthe organic layer was separated
  3. washwashed with water
  4. dry with materialdried over Na2SO4
  5. customevaporated to dryness
  6. customThe crude product was used without further purification
  7. custom=3.35 min (method C), LCMS

출처 및 근거

ORD 기록
ord-4f2d42008b0b432e9e04d7ec36705a3e
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040560B2

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