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tert-butyl N-(4-aminobutyl)carbamate → N-[4-(benzhydryl-amino)-butyl]-carbamic acid tert-butyl ester

HRID 2251949
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HRID 2251949 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[I-].[K+].[CH:16](Br)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C=O)C>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][CH:16]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([CH3:4])([CH3:3])[CH3:2]
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참가 물질

5

반응물 3

HCID 4351tert-butyl N-(4-aminobutyl)carbamateHCID 4875Potassium IodideHCID 236603Bromodiphenylmethane

생성물 1

HCID 53775424N-[4-(benzhydryl-amino)-butyl]-carbamic acid tert-butyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

5.0 g (26.6 mmol) N-(tert-butoxycarbonyl)-1,4-diaminobutane 5.5 g (39.8 mmol) potassium carbonate and 0.9 g (5.3 mmol) potassium iodide are placed in 50 ml DMF and 6.6 g (26.6 mmol) benzhydryl bromide are added dropwise at RT. The mixture is stirred for 12 hours at 70° C. and the suspension is filtered after cooling and the filtrate is concentrated under vacuum. The residue is taken up in 200 ml chloroform and washed with 100 ml water. The organic phase is dried over sodium sulfate and, subsequently, the solvent is removed under vacuum. The accumulated crude product is further processed without further purification: Yield 10.8 g.

후처리

  1. filtrationthe suspension is filtered
  2. temperatureafter cooling
  3. concentrationthe filtrate is concentrated under vacuum
  4. washwashed with 100 ml water
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. customsubsequently, the solvent is removed under vacuum
  7. customis further processed without further purification

출처 및 근거

ORD 기록
ord-7a24c81354fb4ad39b75757daf1225e2
출처 데이터셋
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07320993B1

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