Hydrochloric Acid → 2-(4-(((Benzyloxy)carbonyl)amino)phenoxy)acetic acid

HRID 1780285ノート

反応式

HRID 1780285 の反応式
[OH-].[Na+].[CH2:3]([O:10][C:11]([NH:13][C:14]1[CH:26]=[CH:25][C:17]([O:18][CH2:19][C:20]([O:22]CC)=[O:21])=[CH:16][CH:15]=1)=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>CO>[CH2:3]([O:10][C:11]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([O:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:25][CH:26]=1)=[O:12])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19049900HCID 19049900、化合物

生成物 1

HCID 190498322-(4-(((Benzyloxy)carbonyl)amino)phenoxy)acetic acid収率 91.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1.67 ml (1.67 mmol) of a 1N aqueous solution of sodium hydroxide were added, whilst ice-cooling, to a solution of 500 mg (1.52 mmol) of ethyl 4-(benzyloxycarbonylamino)phenoxyacetate (prepared as described in Preparation 14) in 10 ml of methanol, and the mixture was stirred at room temperature for 1 hour. At the end of this time, the reaction mixture was neutralized by the addition of 1N aqueous hydrochloric acid, and the solvent was removed by distillation under reduced pressure. The residue was diluted with ethyl acetate, and the resulting organic solution was washed with a 5% w/v aqueous solution of citric acid and with a saturated aqueous solution of sodium chloride, in that order. The reaction mixture was then dried over sodium sulfate, and the organic solvent was removed by distillation under reduced pressure. The concentrate was triturated with diethyl ether, to give 417 mg of the title compound as colorless crystals, melting at 152°-154° C.

後処理

  1. customthe solvent was removed by distillation under reduced pressure
  2. additionThe residue was diluted with ethyl acetate
  3. washthe resulting organic solution was washed with a 5% w/v aqueous solution of citric acid and with a saturated aqueous solution of sodium chloride, in that order
  4. dry with materialThe reaction mixture was then dried over sodium sulfate
  5. customthe organic solvent was removed by distillation under reduced pressure
  6. customThe concentrate was triturated with diethyl ether

出典と根拠

ORDレコード
ord-a29fadec1f274d2baab7c3b9884a2fbd
出典データセット
uspto-grants-1997_05
特許番号
US05629406

反応ノート

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