Triethylamine → N-cyclohexylmethyl-4-(2-propynyloxy)-3,5-dimethoxybenzamide

HRID 601979노트

반응식

HRID 601979 반응식
[CH:1]1([CH2:7][NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[CH2:16]([O:19][C:20]1[C:28]([O:29][CH3:30])=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][C:21]=1[O:31][CH3:32])[C:17]#[CH:18]>C(OCC)(=O)C>[CH:1]1([CH2:7][NH:8][C:24](=[O:25])[C:23]2[CH:22]=[C:21]([O:31][CH3:32])[C:20]([O:19][CH2:16][C:17]#[CH:18])=[C:28]([O:29][CH3:30])[CH:27]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 76688CyclohexanemethylamineHCID 574456693,5-Dimethoxy-4-(2-propynyloxy)benzoyl chloride

생성물 1

HCID 57445670N-cyclohexylmethyl-4-(2-propynyloxy)-3,5-dimethoxybenzamide수율 80%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매3회

실험 절차

A mixture of 3.6 g of cyclohexylmethylamine, 3.5 g of triethylamine and 10 ml of ethyl acetate was added dropwise under ice cooling to a mixture of 75 ml of ethyl acetate and 7.4 g of 4-(2-propynyloxy)-3,5-dimethoxybenzoyl chloride. The mixture obtained was stirred at room temperature for 4 hours. Then, ethyl acetate was added to the reaction mixture and it was filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 7.7 g of N-cyclohexylmethyl-4-(2-propynyloxy)-3,5-dimethoxybenzamide (hereinafter, described as the compound 1 of the present invention) represented by the formula:

후처리

  1. customThe mixture obtained
  2. filtrationwas filtered through Celite
  3. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2a391536e7104a91b7ced54197694bda
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902400B2

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