Sodium Hydroxide → 2-[2-(N-methyl-N-tert-pentyloxycarbonylamino)-1,3-thiazol-4-yl]glyoxylic acid

HRID 325378ノート

反応式

HRID 325378 の反応式
[CH3:1][N:2]([C:11]1[S:12][CH:13]=[C:14]([C:16](=[O:22])[C:17]([O:19]CC)=[O:18])[N:15]=1)[C:3]([O:5][C:6]([CH2:9][CH3:10])([CH3:8])[CH3:7])=[O:4].[OH-].[Na+]>C(O)C>[CH3:1][N:2]([C:11]1[S:12][CH:13]=[C:14]([C:16](=[O:22])[C:17]([OH:19])=[O:18])[N:15]=1)[C:3]([O:5][C:6]([CH2:9][CH3:10])([CH3:7])[CH3:8])=[O:4]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 20254366ethyl 2-[2-(N-methyl-N-tert-pentyloxycarbonylamino)-1,3-thiazol-4-yl]glyoxylate

生成物 1

HCID 202543752-[2-(N-methyl-N-tert-pentyloxycarbonylamino)-1,3-thiazol-4-yl]glyoxylic acid収率 84.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

To a solution of ethyl 2-[2-(N-methyl-N-tert-pentyloxycarbonylamino)-1,3-thiazol-4-yl]glyoxylate (3.1 g.) in ethanol (40 ml.) was added 1 N sodium hydroxide aqueous solution (14.2 ml.) under ice-cooling and stirring, and the mixture was further stirred for 30 minutes at the same temperature. After the reaction, ethanol was distilled off from the reaction mixture below 20° C. under reduced pressure. To the residue was added water (50 ml.), and after layering with ethyl acetate, the mixture was adjusted to pH 3 with 2 N hydrochloric acid. The ethyl acetate layer was separated from the mixture, washed with water, dried over magnesium sulfate and then treated with an activated charcoal. The solvent is distilled off from the resulting ethyl acetate layer to give solid of 2-[2-(N-methyl-N-tert-pentyloxycarbonylamino)-1,3-thiazol-4-yl]glyoxylic acid (2.4 g.).

後処理

  1. temperaturecooling
  2. stirringthe mixture was further stirred for 30 minutes at the same temperature
  3. distillationwas distilled off from the reaction mixture below 20° C. under reduced pressure
  4. additionTo the residue was added water (50 ml.)
  5. customThe ethyl acetate layer was separated from the mixture
  6. washwashed with water
  7. dry with materialdried over magnesium sulfate
  8. additiontreated with an activated charcoal
  9. distillationThe solvent is distilled off from the resulting ethyl acetate layer

出典と根拠

ORDレコード
ord-4c5c218b6eca44c28e743e23da2df187
出典データセット
uspto-grants-1984_04
特許番号
US04440766

反応ノート

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