Potassium Iodide → Methyl alpha-[p-(Benzyloxy)phenoxy]-alpha-[p-(p-chlorophenoxy)phenyl]acetate

HRID 1704044노트

반응식

HRID 1704044 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[O-].[Na+].[I-].[K+].Br[CH:22]([C:27]1[CH:32]=[CH:31][C:30]([O:33][C:34]2[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][CH:35]=2)=[CH:29][CH:28]=1)[C:23]([O:25][CH3:26])=[O:24]>CO.C1C=CC=CC=1.CC(C)=O.CCCCCC.O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH:22]([C:27]2[CH:32]=[CH:31][C:30]([O:33][C:34]3[CH:35]=[CH:36][C:37]([Cl:40])=[CH:38][CH:39]=3)=[CH:29][CH:28]=2)[C:23]([O:25][CH3:26])=[O:24])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

10

반응물 4

HCID 4875Potassium IodideHCID 7638MonobenzoneHCID 10942334Sodium MethoxideHCID 20392594Methyl alpha-Bromo-alpha-[p-(p-chlorophenoxy)phenyl]acetate

생성물 1

HCID 12531853Methyl alpha-[p-(Benzyloxy)phenoxy]-alpha-[p-(p-chlorophenoxy)phenyl]acetate

시약·촉매·용매 5

HCID 180Acetone용매HCID 241Benzene용매HCID 887Methanol용매HCID 962Water용매HCID 8058Hexane용매

실험 절차

To a solution of 5.0 g of p-benzyloxyphenol and 1.19 g of sodium methoxide in 40 ml of methanol is added 50 mg of potassium iodide and 7.11 g of methyl α-bromo-α-[p-(p-chlorophenoxy)phenyl]acetate in 10 ml of benzene. The mixture is refluxed for 22 hours and poured into ice and water. The mixture is extracted with ether and the ether extracts washed with 10% potassium carbonate and with water. The extracts are dried (MgSO4) and the solvent removed under vacuum to give an oily solid. Trituration with hexane plus a small amount of acetone and chilling gives crystals. Filtration gives the product as off-white crystals, mp 91°-96° C. Recrystallization by dissolving in hot acetone, diluting with petroleum ether, chilling and filtering gives the product as white crystals, mp 88°-90° C.

후처리

  1. temperatureThe mixture is refluxed for 22 hours
  2. extractionThe mixture is extracted with ether
  3. washthe ether extracts washed with 10% potassium carbonate and with water
  4. dry with materialThe extracts are dried (MgSO4)
  5. customthe solvent removed under vacuum
  6. customto give an oily solid
  7. customgives crystals
  8. filtrationFiltration

출처 및 근거

ORD 기록
ord-7b0629a66b8846ab803cf5b4a3fccbd7
출처 데이터셋
uspto-grants-1978_11
특허 번호
US04125729

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