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Chloroform → (3RS,4RS)-4-(3-aminopropyl)-7-methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylchroman

HRID 1792335
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HRID 1792335 반응식
[N:1]([CH2:4][CH2:5][CH2:6][CH:7]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH2:18][O:19][CH3:20])=[CH:14][CH:15]=2)[O:10][CH2:9][C:8]1([C:22]1[CH:27]=[CH:26][C:25]([O:28][CH2:29][O:30][CH3:31])=[CH:24][CH:23]=1)[CH3:21])=[N+]=[N-].C(Cl)(Cl)Cl.O.N>CO.O1CCCC1.[Pd]>[NH2:1][CH2:4][CH2:5][CH2:6][CH:7]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH2:18][O:19][CH3:20])=[CH:14][CH:15]=2)[O:10][CH2:9][C:8]1([C:22]1[CH:23]=[CH:24][C:25]([O:28][CH2:29][O:30][CH3:31])=[CH:26][CH:27]=1)[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 6212ChloroformHCID 12896473Azane;hydrateHCID 22033112HCID 22033112, 화합물

생성물 1

HCID 22033411(3RS,4RS)-4-(3-aminopropyl)-7-methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylchroman수율 73%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887
Methanol
용매
2회
HCID 8028Tetrahydrofuran용매

실험 절차

(3RS,4RS)-4-(3-Azidopropyl}7-methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylchroman (170 mg, 4.0 mmol) was dissolved in methanol (20 ml) and tetrahydrofuran (5 ml), 10% palladium on carbon (50 mg) was added to this solution, which was then stirred at room temperature under hydrogen for 12 hours. The reaction solution was filtered through cellite and concentrated under reduced pressure to give a crude product. This crude product thus obtained was subjected to silica gel column chromatography (chloroform:methanol:ammonia water=10:1:0.1) to give (3RS,4RS)-4-(3-aminopropyl)-7-methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylchroman (116 mg, yield 73%).

후처리

  1. filtrationThe reaction solution was filtered through cellite
  2. concentrationconcentrated under reduced pressure
  3. customto give a crude product
  4. customThis crude product thus obtained

출처 및 근거

ORD 기록
ord-2f18d5d1774d4e6f87311fe846750064
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07074819B2

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