Dimethylformamide dimethyl acetal → HCID 10975874、化合物

HRID 1478238ノート

反応式

HRID 1478238 の反応式
[CH2:1]([O:3][C:4](=[O:8])[CH2:5][N+:6]#[C-:7])[CH3:2].CO[CH:11](OC)[N:12]([CH3:14])[CH3:13]>C(O)C>[CH2:1]([O:3][C:4](=[O:8])/[C:5](/[N+:6]#[C-:7])=[CH:11]/[N:12]([CH3:14])[CH3:13])[CH3:2]

参加物

4

反応物 2

HCID 78373Dimethylformamide dimethyl acetalHCID 533707Ethyl isocyanoacetate

生成物 1

HCID 10975874HCID 10975874、化合物収率 71.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of ethyl-2-isocyanoacetate (10.3 g, 91 mmol) in ethanol (100 ml) was cooled down to 0° C. 1,1-dimethoxy-N,N-dimethyl methanamine (26.6 ml, 200 mmol) was added and the reaction mixture was then allowed to reach RT and stirred for 24 h. The mixture was concentrated and the crude material was purified by flash chromatography (heptane/EtOAc, 100:0 to 40:60) to afford 11 g (64.7 mmol, 71.1% yield) of the title compound. LCMS: (M+H)=169; tR=0.74 min (LC-MS 2); 1H-NMR (CDCl3, 400 MHz) δ (ppm) 7.15 (s, 1H), 4.18 (q, 2H), 3.20 (bs, 6H), 1.26 (t, 3H).

後処理

  1. customto reach RT
  2. concentrationThe mixture was concentrated
  3. customthe crude material was purified by flash chromatography (heptane/EtOAc, 100:0 to 40:60)

出典と根拠

ORDレコード
ord-07c576ca91d9475181cce6374cdb3277
出典データセット
uspto-grants-2016_08
特許番号
US09403827B2

反応ノート

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