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Water → 1-[1-(4-Aminomethylphenethyl)piperidin-4-yl]indoline

HRID 1790409
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HRID 1790409 반응식
O[N:2]=[CH:3][C:4]1[CH:26]=[CH:25][C:7]([CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([N:16]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH2:18][CH2:17]3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[NH2:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([N:16]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH2:18][CH2:17]3)[CH2:12][CH2:11]2)=[CH:25][CH:26]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 738613811-[1-(4-Hydroxyiminomethylphenethyl)piperidin-4-yl]indoline

생성물 1

HCID 220382211-[1-(4-Aminomethylphenethyl)piperidin-4-yl]indoline수율 56.2%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

1-[1-(4-Hydroxyiminomethylphenethyl)piperidin-4-yl]indoline (2.71 g) was dissolved in tetrahydrofuran (40 ml). Under ice cooling, lithium aluminum hydride (0.59 g) was added thereto and the resultant mixture was heated under reflux for 2 hr. Then the reaction mixture was ice cooled again followed by the addition of water (0.6 ml), a 5 N aqueous solution (0.6 ml) of sodium hydroxide and further water (1.8 ml) thereto. The resulting precipitate was filtered off and the filtrate was washed with ethyl acetate and concentrated under reduced pressure to give the title compound (1.462 g) as a pale yellow oil (yield: 56.2%).

후처리

  1. temperatureunder reflux for 2 hr
  2. temperaturecooled again
  3. filtrationThe resulting precipitate was filtered off
  4. washthe filtrate was washed with ethyl acetate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-98ebcd9e97ca4f119dabd45ea7c19bd3
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07071201B2

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