2-(3-Amino-2-hydroxyphenyl)acetic acid → (2-Pentyl-benzoxazol-5-yl)-acetic acid

HRID 1170414노트

반응식

HRID 1170414 반응식
[NH2:1][C:2]1[C:3](O)=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.Cl.C([O:16][C:17](=N)[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])C>CO>[CH2:18]([C:17]1[O:16][C:7]2[CH:6]=[CH:5][C:4]([CH2:8][C:9]([OH:11])=[O:10])=[CH:3][C:2]=2[N:1]=1)[CH2:19][CH2:20][CH2:21][CH3:22]

참가 물질

4

반응물 2

HCID 177635762-(3-Amino-2-hydroxyphenyl)acetic acidHCID 18950931Ethyl hexanimidate hydrochloride

생성물 1

HCID 68767623(2-Pentyl-benzoxazol-5-yl)-acetic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of (3-aminohydroxy-phenyl)-acetic acid (4.65 g, 27.8 mmol) in methanol (79 ml) was treated with hexanimidic acid ethyl ester hydrochloride (5.00 g, 27.8 mmol) and stirred for 14 hours at RT. The solvent was evaporated in vacuum and the residue purified by silica gel chromatography (eluent: DCM/methanol 10/1). Crystallization from Cyclohexane/n-pentane provided the title compound as colorless crystals. mp: 58.2/57.1° C.

후처리

  1. customThe solvent was evaporated in vacuum
  2. customthe residue purified by silica gel chromatography (eluent: DCM/methanol 10/1)
  3. customCrystallization from Cyclohexane/n-pentane

출처 및 근거

ORD 기록
ord-b87e68afe0d9417c844da0d505ae2218
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825260B2

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