Triethylamine → HCID 17973880、化合物

HRID 23970ノート

反応式

HRID 23970 の反応式
O[CH2:2][CH2:3][C:4]1[C:5]([NH:7][C:8](=[O:10])[CH:9]=1)=[O:6].[CH2:11](N(CC)CC)[CH3:12].ClC(Cl)([O:21][C:22](=[O:28])[O:23]C(Cl)(Cl)Cl)Cl>C(Cl)Cl>[C:22](=[O:21])([OH:28])[OH:23].[CH2:3]([C:4]1[C:5](=[O:6])[NH:7][C:8](=[O:10])[C:9]=1[CH2:11][CH3:12])[CH3:2]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 22337974Hydroxy ethylmaleimide

生成物 1

HCID 17973880HCID 17973880、化合物収率 154.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

Hydroxy ethylmaleimide (10.0 g, 70.1 mmol) was dissolved in a solution of methylene chloride (71 mL) and triethylamine (9.87 mL, 70.8 mmol) and cooled with an ice bath to 0° C. Triphosgene (3.504 g, 12 mmol) was added over a period of 4 hours and the resulting solution filtered. The supernatant was washed with 1N hydrochloric acid, 5% potassium carbonate solution and water. The solution was dried over magnesium sulfate and purified using activated carbon to yield white crystals (4.0 g, 18.5%). 1H-NMR (CDCl3, δ, ppm): 3.82 (4H, —NCH2—, t), 4.27 (2H, —CH2O—, t), 6.73 (2H, —CH═CH—, s). 13C-NMR (CDCl3, δ, ppm): 36.6 (2C, —NCH2—), 64.9 (2C, —CH2O—), 134.2 (2C, —CH═CH—), 154.5 (1C, C═O) 170.8 (2C, —NC═O).

後処理

  1. filtrationthe resulting solution filtered
  2. washThe supernatant was washed with 1N hydrochloric acid, 5% potassium carbonate solution and water
  3. dry with materialThe solution was dried over magnesium sulfate
  4. custompurified

出典と根拠

ORDレコード
ord-5df5317e50ca472a840b558e494050c0
出典データセット
uspto-grants-2005_02
特許番号
US06855745B2

反応ノート

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