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

HRID 488335ノート

反応式

HRID 488335 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2ec83afb10cf43ac986cf55dc19a0e76
出典データセット
uspto-grants-1994_03
特許番号
US05298652

反応ノート

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