Sodium Bicarbonate → HCID 16098104, 화합물

HRID 600724노트

반응식

HRID 600724 반응식
[CH3:1][CH2:2][O:3][C:4](/[C:6](/Cl)=[N:7]\[OH:8])=[O:5].[C:10]([N:17]1[CH2:21][CH2:20][CH:19]=[CH:18]1)([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11].C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[CH2:2]([O:3][C:4]([C:6]1[C@@H:19]2[CH2:18][N:17]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:21][C@@H:20]2[O:8][N:7]=1)=[O:5])[CH3:1]

참가 물질

5

반응물 3

HCID 516892Sodium Bicarbonate2회HCID 6399471Ethyl 2-chloro-2-(hydroxyimino)acetate2회HCID 10844857tert-Butyl 2,3-dihydro-1H-pyrrole-1-carboxylate

생성물 1

HCID 16098104HCID 16098104, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

The title compound was prepared using commercially available ethyl chloro oximidoacetate (5). N-Boc-pyrroline (1.0 g; 5.91 mmol), ethyl chloro oximidoacetate (2.55 g; 16.8 mmol) and sodium bicarbonate (1.77 g; 21.06 mmol) in ethyl acetate (15 mL) were stirred for 54 hours. An additional amount of chloro oxime (2.6 g; 17.28 mmol) and sodium bicarbonate (2.1 g; 25.00 mmol) was added and the reaction mixture stirred overnight. The addition of reagents was repeated again and the reaction mixture stirred for 36 hours. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was washed with water, brine, dried (MgSO4), filtered and evaporated. Cycloadduct 6 was isolated as a clear oil after chromatography with 20% ethyl acetate/hexanes.

후처리

  1. additionThe addition of reagents
  2. stirringthe reaction mixture stirred for 36 hours
  3. washwashed with water
  4. washThe organic layer was washed with water, brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-107ad8ac7317494ea5d2579262b38169
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902227B2

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