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Acetic Acid → Methyl 2-{[(4-fluorophenyl)methyl]oxy}-5-[(1Z)-3-(4-morpholinyl)-1-propen-1-yl]benzoate

HRID 1623741
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HRID 1623741 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][C:10]2[CH:19]=[CH:18][C:17](/[CH:20]=[CH:21]\[CH:22]=O)=[CH:16][C:11]=2[C:12]([O:14][CH3:15])=[O:13])=[CH:4][CH:3]=1.[NH:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C([O-])(O)=O.[Na+]>ClCCCl.ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][O:9][C:10]2[CH:19]=[CH:18][C:17](/[CH:20]=[CH:21]\[CH2:22][N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)=[CH:16][C:11]=2[C:12]([O:14][CH3:15])=[O:13])=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 176Acetic AcidHCID 8083MorpholineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 86668209Methyl 2-{[(4-fluorophenyl)methyl]oxy}-5-[(1Z)-3-oxo-1-propen-1-yl]benzoate

생성물 1

HCID 67107584Methyl 2-{[(4-fluorophenyl)methyl]oxy}-5-[(1Z)-3-(4-morpholinyl)-1-propen-1-yl]benzoate

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 6344Dichloromethane용매

실험 절차

To a solution of methyl 2-{[(4-fluorophenyl)methyl]oxy}-5-[(1Z)-3-oxo-1-propen-1-yl]benzoate (may be prepared as described in Description 122; 163 mg, 0.52 mmol) in 1,2-dichloroethane (10 ml) was added morpholine (0.05 ml, 0.52 mmol) and acetic acid (0.03 ml, 0.52 mmol). The solution was stirred for 3 hours then sodium triacetoxyborohydride (165 mg, 0.78 mmol) was added and stirred for one hour. Saturated NaHCO3 solution (10 ml) was added and the mixture was stirred for 15 minutes. Dichloromethane (10 ml) was added and the organic layer was separated, dried (MgSO4) and the solvent removed in vacuo to yield the title compound as a yellow gum. 197 mg.

후처리

  1. stirringstirred for one hour
  2. stirringthe mixture was stirred for 15 minutes
  3. customthe organic layer was separated
  4. dry with materialdried (MgSO4)
  5. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-82869864ec1d4a9b964ec6dd0785639f
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08778939B2

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