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Hydrochloric Acid → 2-[[2-(3-Butoxy-phenyl)-ethyl]-(tetrahydrofuran-3-ylmethyl)amino]-N,N-dimethyl-acetamide hydrochloride

HRID 1092393
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HRID 1092393 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][N:10]([CH2:17][CH:18]2[CH2:22][CH2:21][O:20][CH2:19]2)[CH2:11][C:12]([N:14]([CH3:16])[CH3:15])=[O:13])[CH:5]=[CH:6][CH:7]=1.Br[CH2:24][CH2:25][CH2:26][CH3:27].C(=O)([O-])[O-].[K+].[K+].[I].[K].[ClH:36]>CN(C=O)C.CCOC(C)=O.C(OCC)C>[ClH:36].[CH2:24]([O:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][N:10]([CH2:17][CH:18]2[CH2:22][CH2:21][O:20][CH2:19]2)[CH2:11][C:12]([N:14]([CH3:16])[CH3:15])=[O:13])[CH:5]=[CH:6][CH:7]=1)[CH2:25][CH2:26][CH3:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 8002Butyl bromideHCID 11430Potassium CarbonateHCID 595968312-[[2-(3-hydroxy-phenyl)-ethyl]-(tetrahydrofuran-3-ylmethyl)amino]-N,N-dimethyl-acetamideHCID 178506587HCID 178506587, 화합물

생성물 1

HCID 665912022-[[2-(3-Butoxy-phenyl)-ethyl]-(tetrahydrofuran-3-ylmethyl)amino]-N,N-dimethyl-acetamide hydrochloride
수율 50%

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 2-[[2-(3-hydroxy-phenyl)-ethyl]-(tetrahydrofuran-3-ylmethyl)amino]-N,N-dimethyl-acetamide (1.0 g 3.3 mmol), 1-bromobutane (0.43 ml, 4 mmol), potassium carbonate (680 mg 5 mmol), potassium iodine (50 mg, 0.3 mmol), in DMF (30 ml) was refluxed for 16 h. After filtration over celite pad, the solution was evaporated from the solvent and the crude oil obtained purified by preparative HPLC. The hydrochloride salt was prepared by adding HCl N in AcOEt to the free amine dissolved in ethyl ether. After filtration, 690 mg (50% yield) the title compound was obtained as a white solid of 99% purity.

후처리

  1. filtrationAfter filtration over celite pad
  2. customthe solution was evaporated from the solvent
  3. customthe crude oil obtained
  4. custompurified by preparative HPLC
  5. filtrationAfter filtration

출처 및 근거

ORD 기록
ord-851d3dc7486243f0a5d77ccd8b8aebbb
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08129427B2

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