1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 22013909, 화합물

HRID 1532702노트

반응식

HRID 1532702 반응식
CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[CH:22]([C:25]1[CH:31]=[CH:30][CH:29]=[C:28]([CH:32]([CH3:34])[CH3:33])[C:26]=1[NH2:27])([CH3:24])[CH3:23].[Br:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][C:43](O)=[O:44]>CN(C=O)C>[Br:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][C:43]([NH:27][C:26]1[C:25]([CH:22]([CH3:24])[CH3:23])=[CH:31][CH:30]=[CH:29][C:28]=1[CH:32]([CH3:34])[CH3:33])=[O:44]

참가 물질

6

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 32484DiisopropylanilineHCID 757711-HydroxybenzotriazoleHCID 5482758-Bromooctanoic acid

생성물 1

HCID 22013909HCID 22013909, 화합물수율 38%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

WSC (1.05 g, 5.5 mmols) and HOBt (743 g, 5.5 mmols) were added to a DMF (15 ml) solution of 2,6-diisoproylaniline (886 g, 5 mmols) and 8-bromooctanoic acid (1.67 g, 7.5 mmols), and stirred at room temperature for 12 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=5/1), and the resulting crystals were recrystallized from ether-hexane to obtain 720 mg (yield: 38%) of 8-bromo-N-(2,6-diisopropylphenyl)octanamide 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=5/1)
  6. customthe resulting crystals were recrystallized from ether-hexane

출처 및 근거

ORD 기록
ord-ee2b5f136fee4aeeb55dcbde743ac8eb
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06204278B1

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