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4-(Hydroxymethyl)benzoic acid → 4-(Hydroxymethyl)-N'-(4-isobutylbenzoyl)benzohydrazide

HRID 2242235
ノート
印刷プレビュー

反応式

HRID 2242235 の反応式
[CH2:1]([C:5]1[CH:14]=[CH:13][C:8]([C:9]([NH:11][NH2:12])=[O:10])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[OH:15][CH2:16][C:17]1[CH:25]=[CH:24][C:20]([C:21](O)=[O:22])=[CH:19][CH:18]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C>C(OCC)(=O)C.CN(C=O)C>[OH:22][CH2:21][C:20]1[CH:24]=[CH:25][C:17]([C:16]([NH:12][NH:11][C:9](=[O:10])[C:8]2[CH:13]=[CH:14][C:5]([CH2:1][CH:2]([CH3:4])[CH3:3])=[CH:6][CH:7]=2)=[O:15])=[CH:18][CH:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 763604-(Hydroxymethyl)benzoic acidHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 207719354-Isobutylbenzohydrazide

生成物 1

HCID 592043014-(Hydroxymethyl)-N'-(4-isobutylbenzoyl)benzohydrazide収率 56.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

4-Isobutylbenzohydrazide (2.10 g, 10.9 mmol) was added to a stirred solution of 4-hydroxymethylbenzoic acid (1.66 g, 11.2 mmol), HBTU (4.25 g, 11.2 mmol), diisopropylethylamine (1.45 g, 11.2 mmol) and DMF (50 mL) and stirred at room temperature for 12 hours. The reaction was diluted with ethyl acetate (200 mL), washed with 5% NaHCO3 (aq.) and brine, dried (MgSO4), filtered and concentrated in vacuo to give a white solid. The solid was triturated with ethyl acetate and filtered to give the title compound (2.01 g, 56% yield).

後処理

  1. washwashed with 5% NaHCO3 (aq.) and brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto give a white solid
  6. customThe solid was triturated with ethyl acetate
  7. filtrationfiltered

出典と根拠

ORDレコード
ord-03a62edc31ae4999a21ee6340e8aa86f
出典データセット
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07671043B2

反応ノート

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