Hydrochloric Acid → 5-(2-(4-Hydroxyphenyl)Ethenyl)Benzene-1,3-Diol

HRID 1163273

반응식

HRID 1163273 반응식
C([O:4][C:5]1[CH:6]=[C:7](/[CH:15]=[CH:16]/[C:17]2[CH:22]=[CH:21][C:20]([O:23]C(=O)C)=[CH:19][CH:18]=2)[CH:8]=[C:9]([O:11]C(=O)C)[CH:10]=1)(=O)C.[OH-].[K+].Cl.C(OCC)(=O)C>CO>[C:7]1([CH:15]=[CH:16][C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)[CH:8]=[C:9]([OH:11])[CH:10]=[C:5]([OH:4])[CH:6]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14797Potassium HydroxideHCID 5962587Triacetylresveratrol

생성물 1

HCID 50565-(2-(4-Hydroxyphenyl)Ethenyl)Benzene-1,3-Diol수율 92.9%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

50 mg (0.14 mmol) of (E)-3,4′,5-triacetoxystilbene was dissolved in 3 ml methanol and degassed with argon. 8 mg (0.14 mmol) of potassium hydroxide in 0.5 ml methanol were added dropwise under a slight argon stream and the mixture was heated for 30 minutes to 65° C. The obtained solution was neutralized with 1 N hydrochloric acid, poured into 10 ml of ethyl acetate and extracted 3× against 5 ml of brine. The organic phase was dried over MgSO4 and the solvent removed in vacuo giving 30 mg of resveratrol (0.13 mmol, 92%).

후처리

  1. customdegassed with argon
  2. temperaturethe mixture was heated for 30 minutes to 65° C
  3. extractionextracted 3× against 5 ml of brine
  4. dry with materialThe organic phase was dried over MgSO4
  5. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-32e3d23f23f7499e8bb6e7b4e74a9b99
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820848B2

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