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Water → Benzyl-(6-fluoroindan-1-yl)-amine

HRID 2175051
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인쇄 미리보기

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HRID 2175051 반응식
[CH2:1]([N:8]=[C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([F:18])[CH:16]=2)[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].ClCCl.O>C(O)C>[CH2:1]([NH:8][CH:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([F:18])[CH:16]=2)[CH2:11][CH2:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 6344DichloromethaneHCID 4311764Sodium borohydrideHCID 90019076Benzyl-(6-fluoroindan-1-ylidene)-amine

생성물 1

HCID 90019384Benzyl-(6-fluoroindan-1-yl)-amine수율 94.5%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
0 °C

실험 절차

Dissolve benzyl-(6-fluoroindan-1-ylidene)-amine (23.22 g, 97.03 mmol) in ethanol (1200 mL). Cool the mixture to 0° C. under nitrogen. Add sodium borohydride (11.01 g, 291.10 mmol) to the mixture. After one hour, add dichloromethane (150 mL) and water (150 mL). Stir for 14 hours under nitrogen and concentrate in vacuo to remove ethanol. Extract the residue with dichloromethane and saturated aqueous sodium chloride. Dry the resulting organics with magnesium sulfate, filter, and concentrate in vacuo to give the title compound as a red oil (22.12 g, 94%). MS (ES) m/z=242 [M+1].

후처리

  1. concentrationconcentrate in vacuo
  2. customto remove ethanol
  3. extractionExtract the residue with dichloromethane and saturated aqueous sodium chloride
  4. dry with materialDry the resulting organics with magnesium sulfate
  5. filtrationfilter
  6. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-ae1aeca5d76948d39fddeb53bcfb7b0c
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09062050B2

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