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Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 86589094, 화합물

HRID 1792981
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HRID 1792981 반응식
[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH:18]=[CH:19][C:20]([OH:22])=O)[CH:9]=[C:10]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:11]=1[OH:12])[CH2:2][CH2:3][CH3:4].N[CH2:24][CH2:25][C:26]1[CH:31]=[C:30]([C:32]([CH3:35])([CH3:34])[CH3:33])[C:29]([OH:36])=[C:28]([C:37]([CH3:40])([CH3:39])[CH3:38])[CH:27]=1.F[P-](F)(F)(F)(F)F.[N:48]1(O[P+](N(C)C)(N(C)C)N(C)C)[C:52]2C=CC=C[C:51]=2N=N1>CN(C=O)C.CCN(CC)CC.C(Cl)Cl>[CH2:14]([O:13][C:10]1[CH:9]=[C:8]([CH:18]=[CH:19][C:20]([NH:48][CH2:52][CH2:51][CH2:24][CH2:25][C:26]2[CH:31]=[C:30]([C:32]([CH3:33])([CH3:34])[CH3:35])[C:29]([OH:36])=[C:28]([C:37]([CH3:39])([CH3:40])[CH3:38])[CH:27]=2)=[O:22])[CH:7]=[C:6]([O:5][CH2:1][CH2:2][CH2:3][CH3:4])[C:11]=1[OH:12])[CH2:15][CH2:16][CH3:17]
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참가 물질

7

반응물 3

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate2회HCID 104908664-(2-Aminoethyl)-2,6-di-t-butylphenolHCID 69640036HCID 69640036, 화합물

생성물 1

HCID 86589094HCID 86589094, 화합물수율 91%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매
HCID 6344
Dichloromethane
용매
HCID 8471Triethylamine용매

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온도
0 °C

실험 절차

To the solution of 3-(3,5-dibutoxy-4-hydroxyphenyl) acrylic acid (53 mg, 0.17 mmol) in DMF (0.76 ml) and Et3N (39 μl), was added 4-(2-aminoethyl)-2,6-di-t-butylphenol (50 mg, 0.19 mmol) at 0° C. The obtained solution was added with the solution of benzotriazol-1-yloxytris (dimethylamino) phosphonium hexafluorophosphate (84 mg, 0.19 mmol) in CH2Cl2 (1 ml). The solution was stirred for 30 minutes at 0° C. and then was stirred for 12 hours at room temperature. The solution was added with BOP (70 mg, 0.16 mmol) and was stirred for 1 hour. 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=1:2), yielding 51 mg (91%) of the title compound as a brown oil.

후처리

  1. stirringwas stirred for 12 hours at room temperature
  2. stirringwas stirred for 1 hour
  3. customAnd then CH2Cl2 was evaporated in vacuo
  4. additionthe obtained residue was poured into ice water
  5. extractionThe residue was extracted with EtOAc
  6. washwashed with HCl (aq) and NaHCO3 (aq)
  7. dry with materialAnd then the water was dried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customto give the residue, which
  11. customwas purified by column chromatography (EtOAc:Hexane=1:2)

출처 및 근거

ORD 기록
ord-9510d77d582b450d883ef78c542b5bab
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07078407B2

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