2,4-Difluoroaniline → HCID 22013907、化合物

HRID 2416953ノート

反応式

HRID 2416953 の反応式
CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[F:22][C:23]1[CH:29]=[C:28]([F:30])[CH:27]=[CH:26][C:24]=1[NH2:25].[Br:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][C:41](O)=[O:42]>CN(C=O)C>[Br:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][C:41]([NH:25][C:24]1[CH:26]=[CH:27][C:28]([F:30])=[CH:29][C:23]=1[F:22])=[O:42]

参加物

6

反応物 4

HCID 97092,4-DifluoroanilineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 14271210-Bromodecanoic Acid

生成物 1

HCID 22013907HCID 22013907、化合物収率 45%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

WSC (990 mg, 5.2 mmols) and HOBt (698 mg, 5.2 mmols) were added to a DMF (10 ml) solution of 2,4-difluoroaniline (1.29 g, 10 mmols) and 10-bromodecanoic acid (1.18 g, 4.7 mmols), and stirred at room temperature for 15 hours. The reaction mixture was extracted with ether. The organic layer was washed with water, 1 N HCl an aqueous saturated solution of sodium hydrogencarbonate and saturated saline in that order, and dried with anhydrous magnesium sulfate, and the solvent was evaporated. Then, the residue was purified through silica gel column chromatography (developer:hexane/acetone=10/1) aid the resulting crystals were recrystallized from ether-hexane to obtain 763 mg (yield, 45%) of 10-bromo-N-(2,4-difluorophenyl) decanamide as colorless needle-like crystals.

後処理

  1. extractionThe reaction mixture was extracted with ether
  2. washThe organic layer was washed with water, 1 N HCl an aqueous saturated solution of sodium hydrogencarbonate and saturated saline in that order
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customthe solvent was evaporated
  5. customThen, the residue was purified through silica gel column chromatography (developer:hexane/acetone=10/1) aid the resulting crystals
  6. customwere recrystallized from ether-hexane

出典と根拠

ORDレコード
ord-5c1d70fff51d452e8fea49b87e66351a
出典データセット
uspto-grants-2004_11
特許番号
US06825223B2

反応ノート

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