Formaldehyde → HCID 67376231, 화합물

HRID 1677598노트

반응식

HRID 1677598 반응식
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])=[CH:8][CH:7]=1)[CH3:2].C=O.[C:26](=O)([O-])[O-].[K+].[K+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:23])[C:5]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([O:15][CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[O:14])=[CH:8][CH:7]=1)=[CH2:26])[CH3:2]

참가 물질

6

반응물 3

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 67375141HCID 67375141, 화합물

생성물 1

HCID 67376231HCID 67376231, 화합물수율 45%

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매HCID 1140Toluene용매

실험 절차

A solution of 2-(4-(benzyloxycarbonylamino)phenyl)ethanoic acid ethyl ester (6.5 g, 23.3 mmol), paraformaldehyde (1.05 g), potassium carbonate (5.15 g, 37.3 mmol) and tetrabutylammonium iodide (0.172 g, 0.5 mmol) in 230 mL of toluene was heated at 100° C. for 4 hours with stirring. The reaction mixture was filtered and the filtrate was washed with water, 1 M sodium hydrogen sulfate, and brine. The organic layer was evaporated in vacuo to afford 5.2 g of crude product. The product was purified by flash chromatography through silica gel (5/1 hexanes/ethyl acetate) to afford 2-(4-(benzyloxycarbonylamino)phenyl)prop-2-enoic acid ethyl ester 3.04 g (45%) as a white solid.

후처리

  1. filtrationThe reaction mixture was filtered
  2. washthe filtrate was washed with water, 1 M sodium hydrogen sulfate, and brine
  3. customThe organic layer was evaporated in vacuo
  4. customto afford 5.2 g of crude product
  5. customThe product was purified by flash chromatography through silica gel (5/1 hexanes/ethyl acetate)

출처 및 근거

ORD 기록
ord-55c6815e406d494fa62006eba3df088d
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008325B2

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