Potassium Carbonate → Methyl 4-cyclohex-1-en-1-yl-2-[(4'-methoxy-1,1'-biphenyl-4-yl)oxy]butanoate

HRID 1867463

反応式

HRID 1867463 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH3:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1.Cl[CH:23]([CH2:28][CH2:29][C:30]1[CH2:35][CH2:34][CH2:33][CH2:32][CH:31]=1)[C:24]([O:26][CH3:27])=[O:25]>CC(CC)C(=O)C>[C:30]1([CH2:29][CH2:28][CH:23]([O:21][C:18]2[CH:17]=[CH:16][C:15]([C:12]3[CH:13]=[CH:14][C:9]([O:8][CH3:7])=[CH:10][CH:11]=3)=[CH:20][CH:19]=2)[C:24]([O:26][CH3:27])=[O:25])[CH2:35][CH2:34][CH2:33][CH2:32][CH:31]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 110308394-Hydroxy-4'-methoxybiphenylHCID 24973934Methyl 2-chloro-4-cyclohex-1-en-1-ylbutanoate

生成物 1

HCID 66998883Methyl 4-cyclohex-1-en-1-yl-2-[(4'-methoxy-1,1'-biphenyl-4-yl)oxy]butanoate収率 42%

試薬・触媒・溶媒 1

HCID 112623-Methylpentan-2-One溶媒2 回

実験手順

1.9 g (0.0138 mol) of potassium carbonate are added to a solution of 1.4 g (0.0069 mol) of 4′-methoxy-1,1′-biphenyl-4-ol in 30 ml of 3-methyl-2-pentanone (MIBK). The mixture is refluxed for 30 minutes and a solution of 1.5 g (0.0069 mol) of methyl 2-chloro-4-cyclohex-1-en-1-ylbutanoate in 10 ml of 3-methyl-2-pentanone is then added. Refluxing is continued for a further 6 hours. After cooling to room temperature, the reaction medium is concentrated, taken up in water and extracted with ethyl acetate. The extracts are washed with 1N sodium hydroxide and then with saturated aqueous NaCl solution, and dried over Na2SO4. After concentrating, a thick oil is obtained, which is purified by flash chromatography (95/5 heptane/ethyl acetate). 1.1 g of an oily product are thus obtained.

後処理

  1. temperatureThe mixture is refluxed for 30 minutes
  2. temperatureRefluxing
  3. concentrationthe reaction medium is concentrated
  4. extractionextracted with ethyl acetate
  5. washThe extracts are washed with 1N sodium hydroxide
  6. dry with materialwith saturated aqueous NaCl solution, and dried over Na2SO4
  7. concentrationAfter concentrating
  8. customa thick oil is obtained
  9. customwhich is purified by flash chromatography (95/5 heptane/ethyl acetate)

出典と根拠

ORDレコード
ord-7e4b6f7408704591be83266a19ec0576
出典データセット
uspto-grants-2009_12
特許番号
US07632846B2

関連ノート

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