3-(4-Methoxy-phenoxy)-propylamine → butyl (R)-2-(3-(((3-(4-methoxyphenoxy)propyl)amino)methyl)phenoxy)butanoate

HRID 495108

반응식

HRID 495108 반응식
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][CH2:9][CH2:10][NH2:11])=[CH:5][CH:4]=1.[CH:14]([C:16]1[CH:17]=[C:18]([CH:30]=[CH:31][CH:32]=1)[O:19][C@H:20]([CH2:28][CH3:29])[C:21]([O:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:22])=O.[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][CH2:9][CH2:10][NH:11][CH2:14][C:16]2[CH:17]=[C:18]([CH:30]=[CH:31][CH:32]=2)[O:19][C@H:20]([CH2:28][CH3:29])[C:21]([O:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:22])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 31521093-(4-Methoxy-phenoxy)-propylamineHCID 4311764Sodium borohydrideHCID 11846216n-butyl (R)-2-(3-formylphenoxy)butyrate

생성물 1

HCID 57552765butyl (R)-2-(3-(((3-(4-methoxyphenoxy)propyl)amino)methyl)phenoxy)butanoate

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

3-(4-Methoxyphenoxy)propylamine (34 mg) was dissolved in methanol (3 mL), and a solution (2 mL) of n-butyl (R)-2-(3-formylphenoxy)butyrate (50 mg) in methanol was added thereto under stirring at room temperature. The mixture was further stirred at 80° C. for 12 hours. Subsequently, an aqueous solution (0.5 mL) of sodium borohydride (7 mg) was added to the solution at room temperature, and the mixture was stirred for 30 minutes. The reaction solution was concentrated under reduced pressure, and chloroform was added to the concentrated product. The formed organic layer was washed with water. The washed organic layer was dried over sodium sulfate anhydrate, and concentrated under reduced pressure, to thereby yield 81 mg of a pale yellow, oily substance. The entirety of the substance was employed in the following reaction without any further treatment.

후처리

  1. stirringThe mixture was further stirred at 80° C. for 12 hours
  2. stirringthe mixture was stirred for 30 minutes
  3. concentrationThe reaction solution was concentrated under reduced pressure, and chloroform
  4. additionwas added to the concentrated product
  5. washThe formed organic layer was washed with water
  6. dry with materialThe washed organic layer was dried over sodium sulfate anhydrate
  7. concentrationconcentrated under reduced pressure
  8. customThe entirety of the substance was employed in the following reaction without any further treatment

출처 및 근거

ORD 기록
ord-327652398a9a490d921bd1883f59e10a
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07538242B2

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