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Dimethylformamide → 3,5-bis-(1-ethylpropoxy)-4-hydroxyphenyl-N-[4-(3,5-di-t-butyl-4-hydroxyphenyl)butyl]acrylamide

HRID 1792984
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HRID 1792984 반응식
[CH2:1]([CH:3]([O:6][C:7]1[CH:8]=[C:9]([CH:20]=[CH:21]C(O)=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].NCCCC[C:30]1[C:31]([C:41]([CH3:44])([CH3:43])[CH3:42])=[C:32]([OH:40])[C:33]([C:36]([CH3:39])([CH3:38])[CH3:37])=[CH:34][CH:35]=1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)[C:56]2[CH:57]=[CH:58]C=C[C:55]=2[N:54]=N1.CN([CH:75]=[O:76])C>CCN(CC)CC.C(Cl)Cl>[CH2:18]([CH:15]([O:14][C:11]1[CH:10]=[C:9]([C:20](=[CH2:21])[C:75]([NH:54][CH2:55][CH2:56][CH2:57][CH2:58][C:35]2[CH:30]=[C:31]([C:41]([CH3:42])([CH3:44])[CH3:43])[C:32]([OH:40])=[C:33]([C:36]([CH3:37])([CH3:39])[CH3:38])[CH:34]=2)=[O:76])[CH:8]=[C:7]([O:6][CH:3]([CH2:1][CH3:2])[CH2:4][CH3:5])[C:12]=1[OH:13])[CH2:16][CH3:17])[CH3:19]
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7

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HCID 6228DimethylformamideHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 69639651HCID 69639651, 화합물HCID 1298022354-Aminobutyl-2,6-di-t-butylphenol

생성물 1

HCID 1317258623,5-bis-(1-ethylpropoxy)-4-hydroxyphenyl-N-[4-(3,5-di-t-butyl-4-hydroxyphenyl)butyl]acrylamide수율 90%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

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온도
0 °C

실험 절차

To the solution of 3-[3,5-bis-(1-ethylpropoxy)-4-hydroxyphenyl]acrylic acid (30 mg, 0.09 mmol) in DMF (0.6 ml) and Et3N (13 μl) was added 4-(4-aminobutyl-2,6-di-t-butylphenol (28 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 48 mg (90%) of the title compound as a brown oil.

후처리

  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)

출처 및 근거

ORD 기록
ord-b8d388da673d433cbe34ec1ef9a357e2
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07078407B2

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