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1-Hydroxybenzotriazole → N-(3,3-diethoxy-propyl)-3-methoxy-2-methoxymethyl-2-methyl-propionamide

HRID 2090566
ノート
印刷プレビュー

反応式

HRID 2090566 の反応式
[CH3:1][O:2][CH2:3][C:4]([CH2:9][O:10][CH3:11])([CH3:8])[C:5]([OH:7])=O.CCN(C(C)C)C(C)C.C1C=CC2N(O)N=NC=2C=1.[CH2:31]([O:33][CH:34]([O:38][CH2:39][CH3:40])[CH2:35][CH2:36][NH2:37])[CH3:32]>C(Cl)Cl.C1COCC1.C(Cl)CCl>[CH2:31]([O:33][CH:34]([O:38][CH2:39][CH3:40])[CH2:35][CH2:36][NH:37][C:5](=[O:7])[C:4]([CH2:3][O:2][CH3:1])([CH3:8])[CH2:9][O:10][CH3:11])[CH3:32]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 5210291-Amino-3,3-diethoxypropaneHCID 219119313-Methoxy-2-(methoxymethyl)-2-methylpropanoic acid

生成物 1

HCID 86641927N-(3,3-diethoxy-propyl)-3-methoxy-2-methoxymethyl-2-methyl-propionamide収率 80.7%

試薬・触媒・溶媒 3

HCID 11
1,2-Dichloroethane
溶媒
HCID 6344Dichloromethane溶媒2 回
HCID 8028Tetrahydrofuran溶媒

実験手順

5 g of 3-methoxy-2-methoxymethyl-2-methyl-propionic acid (prepared as described in EP609058) were dissolved in 49 mL of DCM and 12 mL of THF. 11.4 mL of DIPEA, 5.84 g of HOBt, 7.07 g of EDC and 5.45 g of 3,3-diethoxy-propylamine were added sequentially. The mixture was stirred for 23 h at rt, diluted with DCM and washed with sat. NaHCO3. The organic phase was dried over anh. Na2SO4 and concentrated in vacuo. The resulting crude material was purified by CC using Hept/EtOAc from 3/1 to 0/1 as eluant to yield 7.25 g of N-(3,3-diethoxy-propyl)-3-methoxy-2-methoxymethyl-2-methyl-propionamide as a yellowish oil.

後処理

  1. washwashed with sat. NaHCO3
  2. dry with materialThe organic phase was dried over anh. Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe resulting crude material was purified by CC

出典と根拠

ORDレコード
ord-e3183eda780f473aa91094352e5fc363
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08436205B2

反応ノート

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