Dimethyl Phthalate → HCID 178509848、化合物

HRID 365472

反応式

HRID 365472 の反応式
[Br-].C(OC[N+:10]1[CH:14]=[C:13]([CH2:15][CH2:16][N:17]2C(=O)C3=CC=CC=C3[C:18]2=O)[N:12](CC2C=CC(C#N)=CC=2)[CH:11]=1)(=O)C(C)(C)C.[NH2:37]N.C(OC)(=O)[C:40]1[C:41](=[CH:46][CH:47]=[CH:48][CH:49]=1)[C:42](OC)=O>C(O)C>[C:42]([C:41]1[CH:40]=[CH:49][C:48]([CH2:18][NH:17][CH2:16][CH2:15][C:13]2[N:12]=[CH:11][NH:10][CH:14]=2)=[CH:47][CH:46]=1)#[N:37]

参加物

5

反応物 3

HCID 8554Dimethyl PhthalateHCID 9321HydrazineHCID 86755883HCID 86755883、化合物

生成物 1

HCID 178509848HCID 178509848、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1-Pivaloyloxymethyl-3-(4-cyanobenzyl)-4-(2-phthalimidoethyl) imidazolium bromide (1.00 g, 1.81 mmol) was dissolved in ethanol (50 mL), treated with hydrazine (0.287 mL, 9.06 mmol), and heated at reflux for 16 h. Dimethyl phthalate (2.22 mL, 13.57 mmol) was added and reflux was continued for 6 h. The reaction mixture was cooled in an ice-H2O bath, the solid precipitate filtered off, the filtrate concentrated to dryness, and the residue chromatographed (SiO2, CH2Cl2 (NH4OH): 3-8% CH3OH) to give the title compound. 1H NMR (CD3OD) δ 7.76 (s, 1H), 7.74 (d, 2H, J=8 Hz), 7.27 (d, 2H, J=8 Hz), 6.88 (s, 1H), 5.35 (s, 2H), 2.76 (t, 2H, J=6 Hz), 2.60 (t, 2 H, J=6 Hz).

後処理

  1. temperatureheated
  2. temperatureat reflux for 16 h
  3. temperaturereflux
  4. temperatureThe reaction mixture was cooled in an ice-H2O bath
  5. filtrationthe solid precipitate filtered off
  6. concentrationthe filtrate concentrated to dryness
  7. customthe residue chromatographed (SiO2, CH2Cl2 (NH4OH): 3-8% CH3OH)

出典と根拠

ORDレコード
ord-3bd4b4962be24736b720693d111001fd
出典データセット
uspto-grants-2000_10
特許番号
US06127390

関連ノート

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