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

HRID 2251949
ノート
印刷プレビュー

反応式

HRID 2251949 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7a24c81354fb4ad39b75757daf1225e2
出典データセット
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07320993B1

反応ノート

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