Sodium Hydroxide → N-(carboxymethyl)-N-[1,2-dioxo-2-[4-[(12-phenoxydodecyl)oxy]phenyl]ethyl]glycine

HRID 488335노트

반응식

HRID 488335 반응식
C([O:3][C:4](=[O:43])[CH2:5][N:6]([CH2:37][C:38]([O:40]CC)=[O:39])[C:7](=[O:36])[C:8](=[O:35])[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:11][CH:10]=1)C.[OH-].[Na+]>CO>[C:38]([CH2:37][N:6]([C:7](=[O:36])[C:8](=[O:35])[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:11][CH:10]=1)[CH2:5][C:4]([OH:43])=[O:3])([OH:40])=[O:39]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 19091810N-(2-ethoxy-2-oxoethyl)-N-[1,2-dioxo-2-[4-[(12-phenoxydodecyl)oxy] phenyl]ethyl]glycine ethyl ester

생성물 1

HCID 19091794N-(carboxymethyl)-N-[1,2-dioxo-2-[4-[(12-phenoxydodecyl)oxy]phenyl]ethyl]glycine수율 88.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 1.3 g (2.17 mmol) of N-(2-ethoxy-2-oxoethyl)-N-[1,2-dioxo-2-[4-[(12-phenoxydodecyl)oxy]phenyl]ethyl]glycine ethyl ester and 1.8 ml (10.8 mmol) of 6N NaOH in 125 ml of methanol was stirred at reflux for 3.5 hours. The reaction mixture was cooled in an ice bath and the precipitated sodium salt was filtered. The sodium salt was suspended in water, acidified with 6N HCl and extracted with ethyl acetate. The dried extract was concentrated to a solid which was triturated with hexane and filtered to give 1.04 g (88% yield, mp 130°-132°) of N-(carboxymethyl)-N-[1,2-dioxo-2-[4-[(12-phenoxydodecyl)oxy]phenyl]ethyl]glycine.

후처리

  1. temperatureat reflux for 3.5 hours
  2. temperatureThe reaction mixture was cooled in an ice bath
  3. filtrationthe precipitated sodium salt was filtered
  4. extractionextracted with ethyl acetate
  5. extractionThe dried extract
  6. concentrationwas concentrated to a solid which
  7. customwas triturated with hexane
  8. filtrationfiltered

출처 및 근거

ORD 기록
ord-2ec83afb10cf43ac986cf55dc19a0e76
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05298652

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