Malononitrile → HCID 178450345、化合物

HRID 1297507

反応式

HRID 1297507 の反応式
C(O[C:6]1[C:7](=[O:16])[C:8](=[O:15])[C:9]=1[O:10][CH2:11][CH2:12][CH2:13][CH3:14])CCC.[CH2:17]([C:20]#[N:21])[C:18]#[N:19].[CH2:22]([N:24]([CH2:27][CH3:28])[CH2:25][CH3:26])[CH3:23]>C1C=CC=CC=1>[CH2:11]([O:10][C:9]1[C:6](=[C:17]([C:20]#[N:21])[C:18]#[N:19])[C:7](=[O:16])[C:8]=1[O-:15])[CH2:12][CH2:13][CH3:14].[CH2:22]([NH+:24]([CH2:27][CH3:28])[CH2:25][CH3:26])[CH3:23]

参加物

5

反応物 3

HCID 8010MalononitrileHCID 8471TriethylamineHCID 65108Dibutyl squarate

生成物 1

HCID 178450345HCID 178450345、化合物収率 56.4%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

2.16 ml (10 mmol) of 3,4-dibutoxy-3-cyclobutene-1,2-dione (2b) was dissolved in 20 ml of anhydrous benzene, and 660 mg (10 mmol) of malonodinitrile was added under stirring. Then, 1.65 ml (12 mmol) of triethylamine was added dropwise for 5 min followed by 10 ml of anhydrous benzene. The obtained emulsion is stirred for 30 min at room temperature. The solvent is removed using a rotary evaporator. The yellow oiled residue is treated three times with ether to give crude product 2d (1.8 g, 56%), 1H-NMR (DMSO-d6): δ 10.15–9.55 (1H, broad s, NH+), 4.59 (2H, t, 6.7 Hz, OCH2), 3.07 (6H, q 7.4, 14.5 Hz, N(CH2CH3)3), 1.77–1.58 (2H, m, CH2), 1.48–1.26 (2H, m, CH2), 1.18 (9H, t, 7.3 Hz, N(CH2CH3)3), 0.90 (3H, t, 7.4 Hz, CH3).

後処理

  1. stirringThe obtained emulsion is stirred for 30 min at room temperature
  2. customThe solvent is removed
  3. customa rotary evaporator
  4. additionThe yellow oiled residue is treated three times with ether

出典と根拠

ORDレコード
ord-e2e5d3fab79d4541a316c228b7dd659f
出典データセット
uspto-grants-2007_07
特許番号
US07250517B2

関連ノート

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