Trichloroacetyl chloride → HCID 90191807, 화합물

HRID 2201658노트

반응식

HRID 2201658 반응식
[CH2:1]=[C:2]1[CH2:5][CH:4]([CH2:6][NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:3]1.[C:18]([C:22](Cl)=[O:23])(Cl)([Cl:20])[Cl:19].C(=O)(O)[O-].[Na+]>C(OCC)C.CC(N(C)C)=O.[Cu].[Zn]>[Cl:19][C:18]1([Cl:20])[C:22](=[O:23])[CH2:1][C:2]21[CH2:3][CH:4]([CH2:6][NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:5]2

참가 물질

7

반응물 3

HCID 6420Trichloroacetyl chlorideHCID 516892Sodium BicarbonateHCID 86723563HCID 86723563, 화합물

생성물 1

HCID 90191807HCID 90191807, 화합물

시약·촉매·용매 3

HCID 10290809Zinc copper couple촉매HCID 3283Diethyl Ether용매HCID 31374Dimethylacetamide용매

실험 절차

Compound 4-3 (3 g, 12.98 mmol) and zinc-copper alloy (7.78 g, 64.9 mmol) were placed in 100 mL of diethyl ether, added dropwise a solution of CCl3COCl (6.97 g, 38.33 mmol) dissolved in 15 mL of DMA with stirring slowly. After the completion of addition, the mixture was stirred at room temperature for 18 hours. To the reaction mixture was poured 100 mL of saturated aqueous solution of sodium bicarbonate, and suction filtrated to remove insolubles, liquid separated, the aqueous phase was extracted with diethyl ether. The organic phases were combined, dried over anhydrous sodium sulfate, suction filtrated to remove the desiccant, and rotary evaporated to remove solvents, the resulting crude Compound 4-4 was used directly in the next reaction.

후처리

  1. additionAfter the completion of addition
  2. stirringthe mixture was stirred at room temperature for 18 hours
  3. filtrationfiltrated
  4. customto remove insolubles, liquid
  5. customseparated
  6. extractionthe aqueous phase was extracted with diethyl ether
  7. dry with materialdried over anhydrous sodium sulfate, suction
  8. filtrationfiltrated
  9. customto remove the desiccant, and
  10. customrotary evaporated
  11. customto remove solvents
  12. customthe resulting crude Compound 4-4 was used directly in the next reaction

출처 및 근거

ORD 기록
ord-015a2953c78f494286fb629857878c1c
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365499B2

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