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

HRID 601979

反応式

HRID 601979 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒3 回

実験手順

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:

後処理

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

出典と根拠

ORDレコード
ord-2a391536e7104a91b7ced54197694bda
出典データセット
uspto-grants-2011_03
特許番号
US07902400B2

関連ノート

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