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Ethanolamine → HCID 67366053、化合物

HRID 81334
ノート
印刷プレビュー

反応式

HRID 81334 の反応式
C(N1C=CN=C1)(N1C=CN=C1)=O.[C:13]([O:17][C:18]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]1[CH:33]=[CH:32][C:28]([C:29]([OH:31])=O)=[CH:27][CH:26]=1)=[O:19])([CH3:16])([CH3:15])[CH3:14].[CH2:34]([CH2:36][NH2:37])[OH:35]>C1COCC1>[C:13]([O:17][C:18](=[O:19])[NH:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]1[CH:26]=[CH:27][C:28]([C:29](=[O:31])[NH:37][CH2:36][CH2:34][OH:35])=[CH:32][CH:33]=1)([CH3:14])([CH3:15])[CH3:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 700EthanolamineHCID 682631,1'-CarbonyldiimidazoleHCID 67365596HCID 67365596、化合物

生成物 1

HCID 67366053HCID 67366053、化合物収率 71.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1,1′-Carbonyldiimidazole (0.6 g, 3.71 mmol) was added into the solution of 26 (0.91 g, 3.09 mmol) in THF (50 mL). The reaction mixture was stirred at room temperature overnight under argon atmosphere, then ethanolamine (0.28 mL, 4.64 mmol) was added. The stirring was continued for 24 h at room temperature and argon atmosphere. The solvent was evaporated and the residue was purified by Flash™ (BIOTAGE, Inc) (90 g silica gel cartridge 40M, 18:1:0.1 chloroform/ethanol/concentrated ammonium hydroxide). 0.74 g (71%) of a white solid 27 was isolated. 1H NMR (300 MHz, CDCl3) δ 1.40 (s, 9H), 1.48 (m, 2H), 1.60 (m, 2H), 2.62 (m, 2H), 3.10 (m, 2H), 3.79 (m, 2H), 4.55 (br s, 1H), 6.74 (m, 1H), 7.18 (d, 2H), 7.66 (d, 2H).

後処理

  1. waitThe stirring was continued for 24 h at room temperature
  2. customThe solvent was evaporated
  3. customthe residue was purified by Flash™ (BIOTAGE, Inc) (90 g silica gel cartridge 40M, 18:1:0.1 chloroform/ethanol/concentrated ammonium hydroxide)

出典と根拠

ORDレコード
ord-4d84262d83b649739454472edc5c3f73
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08846688B2

反応ノート

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