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Aluminium lithium hydride → (+/-) trans 1-(3,4-Dichlorophenylthio)-2-methylaminoindane Hydrochloride

HRID 965232
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HRID 965232 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl:7][C:8]1[CH:9]=[C:10]([S:15][C@@H:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][C@H:17]2[NH:25][C:26](OCC)=O)[CH:11]=[CH:12][C:13]=1[Cl:14]>C(OCC)C>[ClH:7].[Cl:7][C:8]1[CH:9]=[C:10]([S:15][C@@H:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][C@H:17]2[NH:25][CH3:26])[CH:11]=[CH:12][C:13]=1[Cl:14]
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 53664910(+/-) trans 1-(3,4-Dichlorophenylthio)-2-ethoxycarbonylaminoindane

생성물 1

HCID 86752857(+/-) trans 1-(3,4-Dichlorophenylthio)-2-methylaminoindane Hydrochloride

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

To a suspension of LiAlH4 (0.34 g, 9.05 mmol) in dry diethyl ether under nitrogen was added a solution of (±) trans 1-(3,4-dichlorophenylthio)-2-ethoxycarbonylaminoindane (0.69 g, 1.81 mmol) in diethyl ether. After stirring at room temperature overnight, the reaction was worked up as described for Example 2, and then purified on a silica gel column using 1% ethanol in chloroform as eluant. The resulting oil (0.26 g) was extracted into n-pentane and treated with ethereal hydrogen chloride to give the title compound as a colourless solid, m.p. 143°-144° C. (from methanol/diethyl ether).

후처리

  1. custompurified on a silica gel column
  2. extractionThe resulting oil (0.26 g) was extracted into n-pentane
  3. additiontreated with ethereal hydrogen chloride

출처 및 근거

ORD 기록
ord-a53d191abf1c49e3afe739de28ecb880
출처 데이터셋
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05773463

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