Peracetic Acid → HCID 86737264、化合物

HRID 903487ノート

反応式

HRID 903487 の反応式
[C:1](OO)(=O)[CH3:2].[C:6]([N:10]=[N:11][C:12]1([O:18][C:19](=[O:21])[CH3:20])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)([CH3:9])([CH3:8])[CH3:7].C(=O)(O)[O-:23].[Na+].[C:27](OCC)(=O)[CH3:28]>>[C:6]([N:10]1[CH:2]=[CH:1][CH:28]=[CH:27][N+:11]1([O-:23])[C:12]1([O:18][C:19](=[O:21])[CH3:20])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)([CH3:9])([CH3:7])[CH3:8]

参加物

5

反応物 4

HCID 6585Peracetic Acid2 回HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 20148732HCID 20148732、化合物

生成物 1

HCID 86737264HCID 86737264、化合物収率 97.5%

実験手順

To 50 ml. of a 25% solution of peracetic acid in ethyl acetate in a 100 ml. 3-neck round bottom flask equipped with a magnetic stirrer, thermometer and addition funnel was added 11.3 grams (0.05 moles) of 1-t-butylazo-1-acetoxycyclohexane from the addition funnel over 7 minutes. The temperature slowly rose from 13° C. to 311/2° C. The reaction was followed by gas chromatography and after 2 hours the azo was still not completely oxidized. An additional 15 ml. of the peracetic acid solution was added and the reaction stirred an additional 2 hours to complete the oxidation. The reaction mixture was stirred into 200 ml. 10% sodium bicarbonate solution, stirred 5 minutes and the ethyl acetate layer separated. The ethyl acetate solution was rewashed with an additional 200 ml. of 10% NaHCO3, dried over anhydrous sodium sulfate, filtered and the ethyl acetate evaporated on a rotating evaporator under reduced pressure. The residue was a water white liquid weighing 11.8 grams (97.5% yield). The infrared spectrum of the product had a strong band at 1490 cm-1 and 3 bands between 1260 and 1300 cm-1 which were not present in the starting azo compound. J. N. Brough, B. Lythgoe and P. Waterhouse (J. Chem. Soc. 1954, 4069) reported the azoxy group absorbs at 1460-1500 and 1280-1320 cm-1.

後処理

  1. custom3-neck round bottom flask equipped with a magnetic stirrer
  2. additionthermometer and addition funnel
  3. customslowly rose from 13° C. to 311
  4. custom2° C
  5. stirringThe reaction mixture was stirred into 200 ml
  6. customthe ethyl acetate layer separated
  7. dry with materialof 10% NaHCO3, dried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. customthe ethyl acetate evaporated on a rotating evaporator under reduced pressure
  10. customabsorbs at 1460-1500 and 1280-1320 cm-1

出典と根拠

ORDレコード
ord-bf7f7615e5bf4ef18e86806978e807ba
出典データセット
uspto-grants-1980_10
特許番号
US04228069

反応ノート

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