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Triethylamine → Ethyl 4-(2-(11-carbomethoxyundecanoylamino)phenoxy)butyrate

HRID 1604407
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HRID 1604407 반응식
[NH2:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].C(N(CC)CC)C.[C:24]([O:39][CH3:40])(=[O:38])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][C:35]([O-])=[O:36]>CCOCC>[C:24]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][C:35]([NH:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:36])([O:39][CH3:40])=[O:38]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 11816929Ethyl 4-(2-aminophenoxy)butanoateHCID 22672980Dodecanedioic acid, monomethyl ester

생성물 1

HCID 18796179Ethyl 4-(2-(11-carbomethoxyundecanoylamino)phenoxy)butyrate수율 85%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

To a stirred, ice-cold solution of 0.89 g (4.0 mM) amine (4) and dried triethylamine (1.2 mL) in dry ether (40 mL) is added dropwise over ca. 4 minutes a solution of acid chloride (7) (1.04 g, 4.6 mM) in 20 mL of dry ether. The resultant mixture is allowed to stir cold for 20 minutes, and then at room temperature overnight. After filtering off the triethylamine hydrochloride, the ether filtrate is concentrated in vacuo and the residue chromatographed on an 82 g silica gel column using 20% ethyl acetate/hexane as eluant to give 1.49 g (85%) of (8) as a waxy solid.

후처리

  1. customat room temperature
  2. customovernight
  3. filtrationAfter filtering off the triethylamine hydrochloride
  4. concentrationthe ether filtrate is concentrated in vacuo
  5. customthe residue chromatographed on an 82 g silica gel column

출처 및 근거

ORD 기록
ord-9ee75ef55b4740f28f756ec7c54ee1ea
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05994362

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