Phloroglucinol → 5,7-Dihydroxy-2,2-dimethylchroman-4-one

HRID 494956노트

반응식

HRID 494956 반응식
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[OH:15][C:16]1[CH:21]=[C:20]([OH:22])[CH:19]=[C:18]([OH:23])[CH:17]=1.[CH3:24][C:25]([CH3:30])=[CH:26][C:27](O)=[O:28]>CS(O)(=O)=O>[OH:15][C:16]1[CH:21]=[C:20]([OH:22])[CH:19]=[C:18]2[C:17]=1[C:27](=[O:28])[CH2:26][C:25]([CH3:30])([CH3:24])[O:23]2

참가 물질

5

반응물 3

HCID 359PhloroglucinolHCID 109313-Methyl-2-butenoic acidHCID 14812Phosphorus oxide (P4O10)

생성물 1

HCID 8213625,7-Dihydroxy-2,2-dimethylchroman-4-one

시약·촉매·용매 1

HCID 6395Methanesulfonic Acid용매

반응 조건

온도
70 °C

실험 절차

40 ml of methanesulfonic acid was added to 1.99 g of diphosphorus pentoxide under nitrogen atmosphere. Thereafter, a mixture consisting of 3.15 g of 1,3,5-trihydroxybenzene and 3,3-dimethylacrylic acid was added to the reaction solution at 70° C. The reaction solution was stirred at 70° C. for 30 minutes and then cooled to a room temperature. The reaction solution was added to ice water, followed by extraction with ethyl acetate. The extract was washed with water and a saturated sodium chloride aqueous solution. The organic layer was dried over magnesium sulfate and then concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), so as to obtain 2.81 g of the subject compound.

후처리

  1. additionwas added to the reaction solution at 70° C
  2. temperaturecooled to a room temperature
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. concentrationconcentrated under a reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-e99c47404f834f2395e7687446602c1d
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07538123B2

반응 노트

불러오는 중…