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

HRID 559071

반응식

HRID 559071 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 112623-Methylpentan-2-One용매2회

실험 절차

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.

후처리

  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) 1.1 g of an oily product
  10. customare thus obtained

출처 및 근거

ORD 기록
ord-2ddc9aa12c0240289199c1f8ac7f2d94
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063067B2

연결된 노트

불러오는 중…