Diethyl Ether → 1,1-Diphenylacetone

HRID 864492

반응식

HRID 864492 반응식
[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:17]([Sn](CCCC)(CCCC)COCC1C=C(C(F)(F)F)C=C(C(F)(F)F)C=1)CCC.C(OCC)C.[F-].[K+]>C(Cl)(Cl)Cl>[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8](=[O:9])[CH3:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 746372,2-Diphenylacetyl chlorideHCID 522689Potassium FluorideHCID 85682165Tri-n-butyl-((3,5-bis(trifluoromethyl)phenyl)methyloxymethyl)tin

생성물 1

HCID 699071,1-Diphenylacetone

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
80 °C

실험 절차

Diphenylacetyl chloride (4.6 g), tri-n-butyl-((3,5-bis(trifluoromethyl)phenyl)methyloxymethyl)tin (12.6 g; Example 1a, (Method Ai)and benzylchlorobis(triphenylphosphine) palladium (II)(80 mg)were dissolved in chloroform (10 ml) and the solution heated at 80° C. for 6h. On cooling diethyl ether and saturated aqueous potassium fluoride were added and after 30 minutes the solution was filtered through Hiflo™. The organic layer was washed with water, saturated brine and dried (MgSO4). After evaporation in vacuo the residual oil was purified by chromatography on silica gel (eluting with 0 to 10% ethyl acetate in petroleum ether bp=60°-80° C.) to give 1-(3,5-bis(trifluoromethyl)phenyl)methyloxy)-3,3-diphenyl acetone as an oil. 1H NMR (CDCl3, 360MHz) δ7.80 (1H; s; 4-aryl CH) 7.71 (2H; s; 2,6-aryl CH), 7.43-7.24 (10H; m; phenyl), 5.30 (1H; s; Ph2CH), 4.56 (2H; s), 4.31 (2H; s). m/e Found 452.1191, C24H13F6O2 requires 452.12110.

후처리

  1. additionwere added and after 30 minutes the solution
  2. filtrationwas filtered through Hiflo™
  3. washThe organic layer was washed with water, saturated brine
  4. dry with materialdried (MgSO4)
  5. customAfter evaporation in vacuo the residual oil
  6. customwas purified by chromatography on silica gel (eluting with 0 to 10% ethyl acetate in petroleum ether bp=60°-80° C.)

출처 및 근거

ORD 기록
ord-cfa0d90d320c4607a1d2e6bcdc8c5fd8
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05563161

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