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Bromoacetyl bromide → HCID 22498793, 화합물

HRID 1814742
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HRID 1814742 반응식
[CH3:1][C:2]([CH3:15])([CH3:14])[CH2:3][NH:4][CH2:5][C:6]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)=[O:7].[Br:16][CH2:17][C:18](Br)=[O:19]>C1COCC1>[Br:16][CH2:17][C:18]([N:4]([CH2:3][C:2]([CH3:15])([CH3:14])[CH3:1])[CH2:5][C:6]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)=[O:7])=[O:19]
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참가 물질

4

반응물 2

HCID 61147Bromoacetyl bromideHCID 22498786HCID 22498786, 화합물

생성물 1

HCID 22498793HCID 22498793, 화합물수율 37.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred solution of the above 2-(2,2-dimethyl-propylamino)-1-morpholin-4-yl-ethanone (0.18 g, 0.8 mmol) in THF (2.0 mL), a solution of bromoacetyl bromide (0.15 mL, 1.6mmol) in THF (2.0 mL) was added, dropwise at −78° C., under nitrogen. After 3 h the reaction was concentrated and the resulting residue was diluted with methylene chloride and saturated NaHCO3. The layers were separated and the aqueous phase was extracted with methylene chloride. The combined organic layers were dried (MgSO4), filtered and concentrated to give the crude product. Purification via silica gel flash chromatography, eluting with EtOAc, flow rate 30 mL/min, gave 0.10 g (36%) of 2-bromo-N-(2,2-dimethyl-propyl)-N-(2-morpholin-4-yl-2-oxo-ethyl)-acetamide.

후처리

  1. concentrationAfter 3 h the reaction was concentrated
  2. additionthe resulting residue was diluted with methylene chloride and saturated NaHCO3
  3. customThe layers were separated
  4. extractionthe aqueous phase was extracted with methylene chloride
  5. dry with materialThe combined organic layers were dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto give the crude product
  9. customPurification via silica gel flash chromatography
  10. washeluting with EtOAc, flow rate 30 mL/min

출처 및 근거

ORD 기록
ord-aabbb1a2e9a64901af9c71489917fa77
출처 데이터셋
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06878706B1

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