Benzocaine → Ethyl 4-{[3-(4-chlorophenyl)propyl]amino}benzoate

HRID 2052519

반응식

HRID 2052519 반응식
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.S(O[CH2:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)(=O)(=O)C.CN(C)P(N(C)C)(N(C)C)=O.O1CCCC1>O>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([CH2:20][CH2:19][CH2:18][NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=2)=[CH:22][CH:23]=1

참가 물질

6

반응물 4

HCID 2337BenzocaineHCID 8028TetrahydrofuranHCID 12679HexamethylphosphoramideHCID 13079705HCID 13079705, 화합물

생성물 1

HCID 13079692Ethyl 4-{[3-(4-chlorophenyl)propyl]amino}benzoate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of 49.5 g. of ethyl 4-aminobenzoate, 34.9 g. of 3-(p-chlorophenyl)propanol O-mesylate in 100 ml. of hexamethylphosphoramide is heated at 125°-130° C. for 16 hours. The solution is diluted with 50 ml. of tetrahydrofuran and with 150 ml. of water. Chilling and filtering gives crystals which are washed with water and recrystallized from ethanol to give 28.3 g. of light yellow crystals. Recrystallizations give the product as crystals, m.p. 122°-124° C.

후처리

  1. additionThe solution is diluted with 50 ml
  2. temperatureChilling
  3. filtrationfiltering
  4. customgives crystals which
  5. washare washed with water
  6. customrecrystallized from ethanol
  7. customto give 28.3 g
  8. customRecrystallizations

출처 및 근거

ORD 기록
ord-393350e9c5234997b8aa07446456191c
출처 데이터셋
uspto-grants-1980_01
특허 번호
US04185115

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