Hydrochloric Acid → HCID 178439677、化合物

HRID 622232ノート

反応式

HRID 622232 の反応式
[C:1]([C:4]1[CH:15]=[CH:14][C:7]([O:8][CH2:9][CH2:10][CH2:11][C:12]#N)=[C:6]([CH2:16][CH2:17][CH3:18])[C:5]=1[OH:19])(=[O:3])[CH3:2].[N-:20]=[N+:21]=[N-:22].[Na+].[Cl-].[NH4+].Cl.[CH3:27][N:28](C)C=O>>[C:1]([C:4]1[CH:15]=[CH:14][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:27]2[NH:28][N:22]=[N:21][N:20]=2)=[C:6]([CH2:16][CH2:17][CH3:18])[C:5]=1[OH:19])(=[O:3])[CH3:2]

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 25517Ammonium Chloride2 回HCID 33557Sodium Azide2 回HCID 137633064-(4Acetyl-3-hydroxy-2-propylphenoxy)butane nitrile

生成物 1

HCID 178439677HCID 178439677、化合物

実験手順

A solution of 20.73 g. (75 mmoles) of 4-(4-acetyl-3-hydroxy-2-propylphenoxy)butane nitrile, 14.63 g. (225 mmoles) of sodium azide, and 12.04 g. (225 mmoles) of ammonium chloride in 200 ml. of dimethylforamide was heated at 125° C. for about 17 hours. At this time an additional 9.75 g. (150 mmoles) of sodium azide and 8.02 g. (150 mmoles) of ammonium chloride were added and the heating was continued for an additional 6 hours. The reaction mixture was filtered hot and evaporated to dryness in vacuo yielding a viscous dark oil. The residue was treated with dilute hydrochloric acid and extracted with ethyl acetate. The ethyl acetate layer was dried over sodium sulfate and evaporated in vacuo yielding an oil which crystallized upon cooling. The crystals were boiled with decolorizing carbon in ethyl acetate for about 30 minutes. The solution was filtered hot, and the filtrate was cooled in the refrigerator to yield orange-amber crystals. The crystals were collected by vacuum filtration and washed with ethyl acetate to give 6.49 g. of the title product, m.p. about 113.5°-115° C.

後処理

  1. filtrationThe reaction mixture was filtered hot
  2. customevaporated to dryness in vacuo
  3. customyielding a viscous dark oil
  4. extractionextracted with ethyl acetate
  5. dry with materialThe ethyl acetate layer was dried over sodium sulfate
  6. customevaporated in vacuo
  7. customyielding an oil which
  8. customcrystallized
  9. temperatureupon cooling
  10. waitThe crystals were boiled with decolorizing carbon in ethyl acetate for about 30 minutes
  11. filtrationThe solution was filtered hot
  12. temperaturethe filtrate was cooled in the refrigerator
  13. customto yield orange-amber crystals
  14. filtrationThe crystals were collected by vacuum filtration
  15. washwashed with ethyl acetate
  16. customto give 6.49 g

出典と根拠

ORDレコード
ord-916153da8bb24c36bb670c110fb1b7b6
出典データセット
uspto-grants-1988_09
特許番号
US04769482

反応ノート

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