Triethylamine → HCID 58909965, 화합물

HRID 1295948노트

반응식

HRID 1295948 반응식
C(N(CC)CC)C.[C:8]([C:12]1[CH:13]=[C:14]([C:23](=[O:25])[CH3:24])[CH:15]=[C:16]([N:20]([CH3:22])[CH3:21])[C:17]=1[O:18][CH3:19])([CH3:11])([CH3:10])[CH3:9].[Br:26]N1C(=O)CCC1=O.C(OCC)(=O)C>O1CCCC1>[Br:26][CH2:24][C:23]([C:14]1[CH:15]=[C:16]([N:20]([CH3:22])[CH3:21])[C:17]([O:18][CH3:19])=[C:12]([C:8]([CH3:11])([CH3:9])[CH3:10])[CH:13]=1)=[O:25]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 67184N-bromobutanimideHCID 589100481-[3-(tert-Butyl)-5-(dimethylamino)-4-methoxyphenyl]-1-ethanone

생성물 1

HCID 58909965HCID 58909965, 화합물수율 87.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Triethylamine (3.2 ml, 22.9 mmol) and tert-butyl dimethylsilyltrifluoromethanesulfonate (3.02 g, 11.4 mmol) were added to a solution of 1-[3-(tert-butyl)-5-(dimethylamino)-4-methoxyphenyl]-1-ethanone (1.9 g, 7.63 mmol) in tetrahydrofuran (50 ml) while cooling on ice and the mixture was stirred at the same temperature for 30 minutes, after which N-bromosuccinimide (2.7 g, 15.2 mmol) was added and stirring was continued for 30 minutes. Ethyl acetate was added, the reaction mixture was washed with brine and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and then the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (2.2 g) as a white solid.

후처리

  1. temperaturewhile cooling on ice
  2. stirringstirring
  3. waitwas continued for 30 minutes
  4. washthe reaction mixture was washed with brine
  5. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-f44c6e2377a94d4683ea4fee1cac7163
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244730B2

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