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Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 69639731, Verbindung

HRID 1792982
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1792982
[CH2:1]([CH:3]([O:6][C:7]1[CH:8]=[C:9]([CH:20]=[CH:21][C:22](O)=[O:23])[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].[CH3:25][C:26]1[CH:27]=[C:28]([CH2:33][CH2:34][CH2:35][NH2:36])[CH:29]=[CH:30][C:31]=1[CH3:32].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:36][CH2:35][CH2:34][CH2:33][C:28]2[CH:29]=[CH:30][C:31]([CH3:32])=[C:26]([CH3:25])[CH:27]=2)=[O:23])[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]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 3

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 108882543-(3,4-Dimethylphenyl)propan-1-amineHCID 69639651HCID 69639651, Verbindung

Produkt 1

HCID 69639731HCID 69639731, VerbindungAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6228
Dimethylformamide
Lösungsmittel
HCID 6344DichloromethaneLösungsmittel
HCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To the solution of 3-[3,5-bis-(1-ethylpropoxy)-4-hydroxyphenyl]acrylic acid (20 mg, 0.06 mmol) in DMF (0.2 ml) and Et3N (10 μl), was added 3(3,4-dimethylphenyl)propylamine (11 mg, 0.07 mmol) at 0° C. and was added the solution of BOP (29 mg, 0.07 mmol) in CH2Cl2 (0.2 ml). The solution was stirred for 30 minutes at 0° C. 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 26 mg (90%) of the title compound as a oil.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-7feb93247a2c4c19a4a523417a2e1545
Quelldatensatz
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07078407B2

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