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

HRID 1598811노트

반응식

HRID 1598811 반응식
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]

참가 물질

4

반응물 3

HCID 6212ChloroformHCID 24813Phosphorus oxychlorideHCID 15345697HCID 15345697, 화합물

생성물 1

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

실험 절차

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 no 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 4H, J=7 Hz). HR-MS: Calc'd. 276.0558, Found 276.0553.

후처리

  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 no an oil (5.4 g)

출처 및 근거

ORD 기록
ord-80285cea7af64ab68b8e0cace62d4902
출처 데이터셋
uspto-grants-1998_04
특허 번호
US05739163

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