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

HRID 1170414ノート

反応式

HRID 1170414 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b87e68afe0d9417c844da0d505ae2218
出典データセット
uspto-grants-2010_11
特許番号
US07825260B2

反応ノート

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