Triethylamine → 3-(4-Bromo-2-fluorobenzyl)-1,3-oxazolidin-2-one

HRID 1257845노트

반응식

HRID 1257845 반응식
[CH2:1]([O:4][C:5](Cl)=[O:6])[CH2:2]Cl.Cl.[Br:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH2:17])=[C:12]([F:18])[CH:11]=1.C(N(CC)CC)C.CC(C)([O-])C.[K+]>C1COCC1.C(Cl)Cl>[Br:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[CH2:2][CH2:1][O:4][C:5]2=[O:6])=[C:12]([F:18])[CH:11]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 123052-Chloroethyl chloroformateHCID 184681974-Bromo-2-fluorobenzylamine hydrochlorideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 615319923-(4-Bromo-2-fluorobenzyl)-1,3-oxazolidin-2-one

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

2-chloroethyl chloridocarbonate (114 μL, 1.1 mmol) was added to a mixture of 1-(4-bromo-2-fluorophenyl)methanamine hydrochloride (0.240 g, 1.0 mmol) and triethylamine (293 μL, 2.1 mmol). The mixture was stirred at RT for 3 h, and then 1M of potassium tert-butoxide in THF (1.2 mL) was added. The mixture was stirred overnight at RT, diluted with methylene chloride, washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the desired product which was directly used in next step without further purification. LCMS: (M+H)=275.9/273.9.

후처리

  1. stirringThe mixture was stirred overnight at RT
  2. washwashed with water and brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f6655df8c40640dcb1ee78f72068d4f3
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461330B2

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