Acetic Anhydride → 6-Hydroxy-2-naphthone

HRID 653229

반응식

HRID 653229 반응식
C([O:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=1)(=O)C.C(OC(=O)C)(=[O:17])C>[Cr].[Co]>[OH:17][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[CH2:6][C:5](=[O:4])[CH:14]=[CH:13]2

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 737092-Naphthyl acetate3회

생성물 1

HCID 201961786-Hydroxy-2-naphthone

시약·촉매·용매 1

HCID 11332432Hastelloy C촉매

반응 조건

온도
-50 °C

실험 절차

These examples further illustrate the process of the invention. In each of the examples, a 300 cc Hastelloy C autoclave was charged with a quantity of 2-naphthyl acetate. In Examples 7, 8 and 9, one mole of acetic anhydride per mole of 2-naphthyl acetate was also charged with the 2-naphthyl acetate. The autoclave was cooled to -50° C. and evacuated to 150 mm Hg whereupon a quantity of anhydrous hydrogen fluoride was transferred from a cylinder to the autoclave at such a rate that the temperature did not exceed 0° C. The contents were warmed to reaction temperature and stirred for a predetermined period of reaction during which time a pressure of ca. 40 psig was generated. At the end of the run, the hydrogen fluoride was vented through a caustic scrubber and the contents of the autoclave were poured onto ca. 30 g of ice. The pH of the mixture was adjusted to 6.5 using a solution of 50% potassium hydroxide and the mixture was then extracted with 75 mL of ethyl acetate (3×). The organic solution was dried over anhydrous MgSO4, filtered, and the solvent was removed using a rotary evaporator to yield the 6-hydroxy-2-naphthone.

후처리

  1. customevacuated to 150 mm Hg whereupon a quantity of anhydrous hydrogen fluoride
  2. customdid not exceed 0° C
  3. temperatureThe contents were warmed to reaction temperature
  4. additionthe contents of the autoclave were poured onto ca. 30 g of ice
  5. extractionthe mixture was then extracted with 75 mL of ethyl acetate (3×)
  6. dry with materialThe organic solution was dried over anhydrous MgSO4
  7. filtrationfiltered
  8. customthe solvent was removed
  9. customa rotary evaporator

출처 및 근거

ORD 기록
ord-9baaafb34a7a45d39f17da0b6fe58052
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04675449

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