Pyridine → 3,3-Bis(4-fluorophenyl)propanal

HRID 2190302노트

반응식

HRID 2190302 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH2:9][CH2:10][OH:11])=[CH:4][CH:3]=1.C(N(CC)CC)C.N1C=CC=CC=1>CS(C)=O.CCOCC>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:12]2[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=2)[CH2:9][CH:10]=[O:11])=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 1049PyridineHCID 8471TriethylamineHCID 197832883,3-Bis(4-fluorophenyl)propanol

생성물 1

HCID 183626473,3-Bis(4-fluorophenyl)propanal

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 3283Diethyl Ether용매

실험 절차

To a solution of 3,3-bis(4-fluorophenyl)propan-1-ol, prepared in the previous step, in DMSO (100 mL) at room temperature was added triethylamine (13.1 g, 129 mmol, 18 mL) and SO3.pyridine (4.52 g, 28.4 mmol). The reaction mixture was stirred at room temperature for 30 min, diluted with Et2O, washed with water (1×), saturated NH4Cl (1×), brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (eluted with 5% to 40% EtOAc in hexanes) gave 3,3-bis(4-fluorophenyl)propanal.

후처리

  1. washwashed with water (1×), saturated NH4Cl (1×), brine (1×)
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customPurification by flash column chromatography on silica gel (eluted with 5% to 40% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-fc3bf366b6b24be9bff7f08f36df4394
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324396B2

반응 노트

불러오는 중…