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

HRID 1703114

반응식

HRID 1703114 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 130797053-(4-Chlorophenyl)propyl methanesulfonate

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-c88ca0b05d6b434e9ae586b57a0da707
출처 데이터셋
uspto-grants-1982_09
특허 번호
US04350822

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