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Triethylamine → HCID 22247152、化合物

HRID 1064803
ノート
印刷プレビュー

反応式

HRID 1064803 の反応式
C(N(CC)CC)C.[CH:8]([C:11]1[CH:17]=[C:16]([CH:18]([CH3:20])[CH3:19])[CH:15]=[C:14]([CH:21]([CH3:23])[CH3:22])[C:12]=1[NH2:13])([CH3:10])[CH3:9].[Br:24][CH2:25][C:26](Br)=[O:27]>C(Cl)(Cl)Cl>[Br:24][CH2:25][C:26]([NH:13][C:12]1[C:11]([CH:8]([CH3:10])[CH3:9])=[CH:17][C:16]([CH:18]([CH3:20])[CH3:19])=[CH:15][C:14]=1[CH:21]([CH3:23])[CH3:22])=[O:27]
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 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 5198712,4,6-Tri(propan-2-yl)aniline

生成物 1

HCID 22247152HCID 22247152、化合物収率 81%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Triethylamine (111 mg, 1.1 mmol) was added to a solution of 2,4,6-triisopropylaniline (219 mg, 1.0 mmol) in chloroform (3 ml), then bromoacetyl bromide (222 mg, 1.1 mmol) was gradually dropped thereinto with ice-cooling and the mixture was stirred for 1 hour. The reaction mixture was concentrated and the residue was extracted with ethyl acetate. The organic layer was washed with diluted hydrochloric acid, an aqueous solution of sodium bicarbonate and a saturated sodium chloride solution successively and dried over magnesium sulfate and the solvent was evaporated therefrom. The residue was purified by a silica gel column chromatography (15 g of silica gel; developing solvent, hexane:acetone=5:1) followed by recrystallizing from hexane-ether to provide 275 mg (yield 81%) of 2-Bromo-N-(2,4,6-triisopropylphenyl)acetamide as colorless needles.

後処理

  1. temperaturewith ice-cooling
  2. concentrationThe reaction mixture was concentrated
  3. extractionthe residue was extracted with ethyl acetate
  4. washThe organic layer was washed with diluted hydrochloric acid
  5. dry with materialan aqueous solution of sodium bicarbonate and a saturated sodium chloride solution successively and dried over magnesium sulfate
  6. customthe solvent was evaporated
  7. customThe residue was purified by a silica gel column chromatography (15 g of silica gel; developing solvent, hexane:acetone=5:1)
  8. customby recrystallizing from hexane-ether

出典と根拠

ORDレコード
ord-58a1726810684081bda975131c9d9c53
出典データセット
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06969711B2

反応ノート

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