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

HRID 1163273

反応式

HRID 1163273 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-32e3d23f23f7499e8bb6e7b4e74a9b99
出典データセット
uspto-grants-2010_10
特許番号
US07820848B2

関連ノート

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