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Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 86589094、化合物

HRID 1792981
ノート
印刷プレビュー

反応式

HRID 1792981 の反応式
[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]
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 hexafluorophosphate2 回HCID 104908664-(2-Aminoethyl)-2,6-di-t-butylphenolHCID 69640036HCID 69640036、化合物

生成物 1

HCID 86589094HCID 86589094、化合物収率 91%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒
HCID 6344
Dichloromethane
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-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.

後処理

  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)

出典と根拠

ORDレコード
ord-9510d77d582b450d883ef78c542b5bab
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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