Acetic Acid → 4-[3-(3-Acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoic acid

HRID 986708노트

반응식

HRID 986708 반응식
[C:1]([O:4][C:5]1[C:6]([CH2:28][CH2:29][CH3:30])=[C:7]([CH:22]=[CH:23][C:24]=1[C:25](=[O:27])[CH3:26])[O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[CH:15][C:14]=1[Br:21])(=[O:3])[CH3:2].C(O)(=[O:33])C.[Mn]([O-])(=O)(=O)=O.[K+]>CC(C)=O>[C:1]([O:4][C:5]1[C:6]([CH2:28][CH2:29][CH3:30])=[C:7]([CH:22]=[CH:23][C:24]=1[C:25](=[O:27])[CH3:26])[O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([C:17]([OH:33])=[O:18])=[CH:15][C:14]=1[Br:21])(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 516875Potassium PermanganateHCID 20157039HCID 20157039, 화합물

생성물 1

HCID 137456304-[3-(3-Acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoic acid

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of 4-[3-(3-acetoxy-4-acetyl-2-propylphenoxy)propoxy]3-bromobenzaldehyde (2.39 g) in acetone (50 ml) was added acetic acid (50 ml). To the well stirred mixture was added pulverized potassium permanganate (1.58 g) by portions at room temperature. The reaction was allowed to proceed while stirring for one hours. The reaction mixture was concentrated under reduced pressure, and the concentrate was subjected to extraction with chloroform. Insoluble materials were filtered off, and the filtrate was washed with a dilute aqueous solution of hydrogen peroxide, then with water. The resulting solution was dried and concentrated to give colorless and clear syrup. Crystallization from aqueous alcohol gave 4-[3-(3-acetoxy-4-acetyl-2 propylphenoxy)propoxy]-3-bromobenzoic acid (2.0 g), m.p. 155°-156° C.

후처리

  1. additionwas added
  2. customat room temperature
  3. stirringwhile stirring for one hours
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. extractionthe concentrate was subjected to extraction with chloroform
  6. filtrationInsoluble materials were filtered off
  7. washthe filtrate was washed with a dilute aqueous solution of hydrogen peroxide
  8. customThe resulting solution was dried
  9. concentrationconcentrated
  10. customto give colorless
  11. customCrystallization from aqueous alcohol

출처 및 근거

ORD 기록
ord-cfaa9183f3f34940be5da01a2ec97ab9
출처 데이터셋
uspto-grants-1987_12
특허 번호
US04714774

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