Potassium Iodide → HCID 13630976, 화합물

HRID 1981561노트

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HRID 1981561 반응식
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([CH:9]=1)[CH:7]=[O:8].[C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]Cl)(=[O:15])[CH3:14].[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:1][C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([CH:9]=1)[CH:7]=[O:8])(=[O:15])[CH3:14]

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 392115-Hydroxy-2-nitrobenzaldehydeHCID 1702851-Hexanol, 6-chloro-, 1-acetate

생성물 1

HCID 13630976HCID 13630976, 화합물수율 88%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

A mixture of 50 g (300 mmol) of 5-hydroxy-2-nitrobenzaldehyde, 59 g (330 mmol) 6-chlorohexanol acetate, 5 g of potassium iodide, and 50 g of potassium carbonate in 500 ml of dry DMF was heated to 100° C. under dry nitrogen for 3 h. The reaction was cooled, filtered and evaporated to a dark oil. The crude product was dissolved in 500 ml of ethyl acetate, and the organic layer was washed twice with 300 ml of saturated sodium carbonate, and twice with 300 ml of brine, dried filtered and evaporated. Distillation (180° C., 0.2 mm) gave a yellow oil which solidified on cooling, to yield 81.5 g (263 mmol, 88%) of 5-(6-acetoxyhexyl)oxy-2-nitrobenzaldehyde, m.p. 42°-43° C.

후처리

  1. temperatureThe reaction was cooled
  2. filtrationfiltered
  3. customevaporated to a dark oil
  4. dissolutionThe crude product was dissolved in 500 ml of ethyl acetate
  5. washthe organic layer was washed twice with 300 ml of saturated sodium carbonate
  6. dry with materialtwice with 300 ml of brine, dried
  7. filtrationfiltered
  8. customevaporated
  9. distillationDistillation (180° C., 0.2 mm)
  10. customgave a yellow oil which
  11. temperatureon cooling

출처 및 근거

ORD 기록
ord-8bfd1f2776ba4b10818822c6111e55f9
출처 데이터셋
uspto-grants-1986_06
특허 번호
US04593029

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