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Methanol → 3-Acetoxy-3-(4-chlorophenyl)-3-(3-pyridyl)-1-propene

HRID 1649544
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HRID 1649544 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)([OH:11])[CH:9]=[CH2:10])=[CH:4][CH:3]=1.C(N([CH2:23][CH3:24])CC)C.C[OH:26]>CN(C)C1C=CN=CC=1.C(OC(=O)C)(=O)C>[C:23]([O:11][C:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)[CH:9]=[CH2:10])(=[O:26])[CH3:24]
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참가 물질

6

반응물 3

HCID 887MethanolHCID 8471TriethylamineHCID 127170981-(4-Chlorophenyl)-1-(3-pyridyl)-2-propen-1-ol

생성물 1

HCID 127171053-Acetoxy-3-(4-chlorophenyl)-3-(3-pyridyl)-1-propene수율 90%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 7918
Acetic Anhydride
용매

실험 절차

A mixture of 1-(4-chlorophenyl)-1-(3-pyridyl)-2-propen-1-ol (0.692 g, 2.8 mmol), triethylamine (3.3 ml) and 4-dimethylaminopyridine (85 g) was stirred in acetic anhydride (0.9 ml) at 25° C. for 20 h. Methanol (1 ml) was added and after 10 min the mixture was concentrated in vacuo. Ether (25 ml) was added and the ether phase was washed with saturated NaHCO3 solution (3×15 ml) and dried over MgSO4. Evaporation of the solvent gave 0.725 g (90%) of the title compound, which was used in the palladium catalyzed amination according to Example 16.

후처리

  1. concentrationwas concentrated in vacuo
  2. additionEther (25 ml) was added
  3. washthe ether phase was washed with saturated NaHCO3 solution (3×15 ml)
  4. dry with materialdried over MgSO4
  5. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-f3cfc1b4986f496f87277adceebd0a10
출처 데이터셋
uspto-grants-1983_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04418065

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