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Benzylamine → (+/-)-N-[2,6-bis(1-Methylethyl)phenyl]-alpha-[(phenylmethyl)amino]benzeneacetamide

HRID 465645
ノート
印刷プレビュー

反応式

HRID 465645 の反応式
[CH3:1][CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[NH:13][C:14](=[O:23])[CH:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:3].[CH2:24]([NH2:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:1][CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[NH:13][C:14](=[O:23])[CH:15]([NH:31][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:3]
参加物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 7504BenzylamineHCID 8471TriethylamineHCID 19874874(+/-)-N-[2,6-bis(1-Methylethyl)phenyl]-alpha-bromobenzeneacetamide

生成物 1

HCID 19874931(+/-)-N-[2,6-bis(1-Methylethyl)phenyl]-alpha-[(phenylmethyl)amino]benzeneacetamide収率 72.8%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of (±)-N-[2,6-bis(1-Methylethyl)phenyl]-α-bromobenzeneacetamide (4.3 g, 12 mmol), benzylamine (1.8 g, 18 mmol), and triethylamine (8.0 mL, 57 mmol) in toluene was refluxed (96 hours) then cooled and concentrated in vacuo. The residue was taken up in ethyl acetate (300 mL), washed with water (2×100 mL), with saturated aqueous sodium bicarbonate (1×100 mL), with brine (1×100 mL), then dried (MgSO4) and concentrated to a solid. The solid was recrystallized from ethyl acetate/hexane to yield 3.35 g (72.8%) of the title compound as a white solid, mp 134°-137° C.

後処理

  1. temperaturethen cooled
  2. concentrationconcentrated in vacuo
  3. washwashed with water (2×100 mL), with saturated aqueous sodium bicarbonate (1×100 mL), with brine (1×100 mL)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated to a solid
  6. customThe solid was recrystallized from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-d32a1480c5094961b7ce00a504365f85
出典データセット
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05153226

反応ノート

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