2-Butanamine, 2-methyl- → 3-Ethoxy-4-(1,1-dimethyl-propylamino)-cyclobut-3-ene-1,2-dione

HRID 1289914

反応式

HRID 1289914 の反応式
C(O[C:4]1[C:5](=[O:12])[C:6](=[O:11])[C:7]=1[O:8][CH2:9][CH3:10])C.[CH3:13][C:14]([NH2:18])([CH3:17])[CH2:15][CH3:16]>C1COCC1>[CH2:9]([O:8][C:7]1[C:6](=[O:11])[C:5](=[O:12])[C:4]=1[NH:18][C:14]([CH3:17])([CH3:13])[CH2:15][CH3:16])[CH3:10]

参加物

4

反応物 2

HCID 689862-Butanamine, 2-methyl-HCID 123228Diethyl squarate

生成物 1

HCID 178194033-Ethoxy-4-(1,1-dimethyl-propylamino)-cyclobut-3-ene-1,2-dione収率 100%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a room temperature solution of 4.9 g (29 mmol) of 3,4-diethoxy-3-cyclobutene-1,2-dione and 50 mL of THF was added 2.5 g (34 mmol) of 1,1-dimethyl-propylamine. After stirring at room temperature overnight, the reaction mixture was evaporated to a yellow oil. Trituration with Et2O and filtration gave 6.2 g (20 mmol, a 100% yield) of the title compound as a white solid: mp: 78-80° C.; 1H NMR: (300 MHz, DMSO-d6): δ 0.91 and 1.47 (t, J=7.5 Hz, 3H, rotamers), 1.36-1.97 (m, 6H), 4.70-4.92 (m, 2H), 5.41 and 5.99 (brs, 1H, rotamers); IR (KBr, cm-1H): 3252w, 3181w, 3067w, 2968m, 2887m, 1788m, 1695s, 1603s, 1578s, 1500-1434brs, 1343s; MS (CI) m/z (relative intensity): 212 (M+ +H, 100); Anal. Calcd. for C1OH15 NO3 : C 62.54; H 8.11; N 6.63. Found: C, 62.54; H, 8.12; N, 6.52.

後処理

  1. customthe reaction mixture was evaporated to a yellow oil
  2. filtrationTrituration with Et2O and filtration
  3. customgave 6.2 g (20 mmol

出典と根拠

ORDレコード
ord-6022b87fb00a44f6aad381dc495d9440
出典データセット
uspto-grants-1998_05
特許番号
US05750574

関連ノート

読み込み中…