Chloroform → BENZOIC ACID, m-(BIS(2-CHLOROETHYL)AMINO)-, METHYL ESTER

HRID 259785ノート

反応式

HRID 259785 の反応式
O[CH2:2][CH2:3][N:4]([C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])[CH2:5]CO.O=P(Cl)(Cl)[Cl:20].[CH:23]([Cl:26])(Cl)Cl>>[Cl:20][CH2:2][CH2:3][N:4]([C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])[CH2:5][CH2:23][Cl:26]

参加物

4

反応物 3

HCID 6212ChloroformHCID 24813Phosphorus oxychlorideHCID 15345697HCID 15345697、化合物

生成物 1

HCID 32688BENZOIC ACID, m-(BIS(2-CHLOROETHYL)AMINO)-, METHYL ESTER

実験手順

A solution of 120a (6.9 g, 29 mmol) in chloroform (50 mL) was added over 2 h to POCl3 (9.9 g) with heating under reflux. After 2.7 h additional reflux, the mixture was cooled in an ice bath, and filtered to remove a white precipitate. The filtrate was neutralized by extraction with saturated aqueous NaHCO3 and chloroform. The organic phase was dried (Na2SO4), filtered, and evaporated to an oil (5.4 g). IR(neat): cm-1 1720. 1H NMR(300 MHz, CDCl3): 7.42-6.87 (m, 4H), 3.90(s, 3H), 3.77 (t,4H, J=7 Hz), 3.64 (t, 4H, J=7 Hz). HR-MS: Calc'd. 276.0558, Found 276.0553.

後処理

  1. temperaturewith heating
  2. temperatureunder reflux
  3. temperaturethe mixture was cooled in an ice bath
  4. filtrationfiltered
  5. customto remove a white precipitate
  6. extractionThe filtrate was neutralized by extraction with saturated aqueous NaHCO3 and chloroform
  7. dry with materialThe organic phase was dried (Na2SO4)
  8. filtrationfiltered
  9. customevaporated to an oil (5.4 g)

出典と根拠

ORDレコード
ord-9a313664c4694721954fb994c5b09903
出典データセット
uspto-grants-1996_06
特許番号
US05523302

反応ノート

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