2,4-Difluoroaniline → HCID 22013907, 화합물

HRID 1532710노트

반응식

HRID 1532710 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 22013907HCID 22013907, 화합물수율 45%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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), and 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.

후처리

  1. extractionThe reaction mixture was extracted with ether
  2. washThe organic layer was washed with water, 1 N HCl
  3. dry with materialan aqueous saturated solution of sodium hydrogencarbonate and saturated saline in that order, and dried 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)
  6. customthe resulting crystals were recrystallized from ether-hexane

출처 및 근거

ORD 기록
ord-1f890a95356f45aeaef7bf54d2808598
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06204278B1

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