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

HRID 1780285노트

반응식

HRID 1780285 반응식
[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

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19049900HCID 19049900, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a29fadec1f274d2baab7c3b9884a2fbd
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05629406

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