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Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → 3-[3,5-bis-(1-ethylpropoxy)-4-hydroxyphenyl]-N-(3,5-di-t-butyl-4-hydroxybenzyl)acrylamide

HRID 1792983
ノート
印刷プレビュー

反応式

HRID 1792983 の反応式
[CH2:1]([CH:3]([O:6][C:7]1[CH:8]=[C:9]([CH:20]=[CH:21][C:22]([OH:24])=O)[CH:10]=[C:11]([O:14][CH:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[C:12]=1[OH:13])[CH2:4][CH3:5])[CH3:2].[NH2:25][CH2:26][C:27]1[CH:32]=[C:31]([C:33]([CH3:36])([CH3:35])[CH3:34])[C:30]([OH:37])=[C:29]([C:38]([CH3:41])([CH3:40])[CH3:39])[CH:28]=1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>CN(C=O)C.CCN(CC)CC.C(Cl)Cl>[CH2:16]([CH:15]([O:14][C:11]1[CH:10]=[C:9]([CH:20]=[CH:21][C:22]([NH:25][CH2:26][C:27]2[CH:28]=[C:29]([C:38]([CH3:39])([CH3:40])[CH3:41])[C:30]([OH:37])=[C:31]([C:33]([CH3:36])([CH3:35])[CH3:34])[CH:32]=2)=[O:24])[CH:8]=[C:7]([O:6][CH:3]([CH2:1][CH3:2])[CH2:4][CH3:5])[C:12]=1[OH:13])[CH2:18][CH3:19])[CH3:17]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 6010783,5-DI-Tert-butyl-4-hydroxybenzylamineHCID 69639651HCID 69639651、化合物

生成物 1

HCID 850975783-[3,5-bis-(1-ethylpropoxy)-4-hydroxyphenyl]-N-(3,5-di-t-butyl-4-hydroxybenzyl)acrylamide収率 50.2%

試薬・触媒・溶媒 3

HCID 6228
Dimethylformamide
溶媒
HCID 6344Dichloromethane溶媒
HCID 8471Triethylamine溶媒

反応条件

温度
0 °C

実験手順

To the solution of 3-[3,5-bis-(1-ethylpropoxy)-4-hydroxyphenyl]acrylic acid (30 mg, 0.09 mmol) in DMF (0.2 ml) and Et3N (10 μl), was added 4-aminomethyl-2,6-di-t-butylphenol (23 mg, 0.10 mmol) at 0° C. and was added the solution of BOP (44 mg, 0.10 mmol) in CH2Cl2 (0.6 ml). The solution was stirred for 30 minutes at 0° C. and then was stirred for 2 hours at room temperature. And then CH2Cl2 was evaporated in vacuo and the obtained residue was poured into ice water. The residue was extracted with EtOAc and washed with HCl (aq) and NaHCO3 (aq). And then the water was dried over anhydrous magnesium sulfate and filtered. The obtained filtrate was vacuum concentrated to give the residue, which was purified by column chromatography (EtOAc:Hexane=1:5), yielding 25 mg (50%) of the title compound as a yellow solid.

後処理

  1. stirringwas stirred for 2 hours at room temperature
  2. customAnd then CH2Cl2 was evaporated in vacuo
  3. additionthe obtained residue was poured into ice water
  4. extractionThe residue was extracted with EtOAc
  5. washwashed with HCl (aq) and NaHCO3 (aq)
  6. dry with materialAnd then the water was dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customto give the residue, which
  10. customwas purified by column chromatography (EtOAc:Hexane=1:5)

出典と根拠

ORDレコード
ord-7ef39f94167d459b9c350cc232bd33b7
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07078407B2

反応ノート

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