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Hydrochloric Acid → HCID 67356691, 화합물

HRID 268753
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HRID 268753 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([CH:10]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:11][CH2:12][NH:13][CH3:14])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[ClH:21]>CCOCC.C1COCC1>[ClH:21].[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([CH:10]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:11][CH2:12][NH:13][CH3:14])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 45273676HCID 45273676, 화합물

생성물 1

HCID 67356691HCID 67356691, 화합물수율 80%

시약·촉매·용매 1

HCID 21868444Ether tetrahydrofuran용매

실험 절차

To a solution of [3-(1H-indol-5-yl)-3-phenyl-propyl]-carbamic acid methylester X (0.52 g, 1.7 mmol) in THF (35 ml), LiAlH4 (321 mg, 8.4 mmol) was slowly added. The mixture was refluxed for 1.5 hours, cooled to room temperature, and quenched by slow addition of freshly ground Na2SO4.10H2O. The mixture was stirred at room temperature for 1 hour, filtered through celite with EtOAc. The filtrate was evaporated and purified via flash chromatography (DCM/MeOH/NH4OH) affording [3-(1H-indol-5-yl)-3-phenyl-propyl]-methyl-amine (XI) as an off-white foam (408 mg, 91% yield). The amine compound was dissolved in a Et2O/THF mixture and HCl (2 M in Et2O, 0.772 ml) was added. The precipitate was filtered, washed with Et2O, and dried affording [3-(1H-indol-5-yl)-3-phenyl-propyl]-methyl-amine hydrochloride salt (371 mg, 80% yield). MS (M+H)=265.

후처리

  1. additionwas added
  2. filtrationThe precipitate was filtered
  3. washwashed with Et2O
  4. customdried

출처 및 근거

ORD 기록
ord-2ae2575cc40a42e8b9f1d0fda322e109
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07446118B2

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