Triethylamine → HCID 11433754、化合物

HRID 2079490ノート

反応式

HRID 2079490 の反応式
[CH3:1][O:2][C:3]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[C:4]=1[CH:5]=[CH:6][S:7]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:18][CH3:19])=[C:15]([OH:17])[CH:16]=1)(=[O:9])=[O:8].C(Br)(Br)(Br)Br.C(N(CC)CC)C.[P:40]([O-:57])([O:49][CH2:50][C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1)[O:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1>C(#N)C>[P:40]([O:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)([O:49][CH2:50][C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1)([O:17][C:15]1[CH:16]=[C:11]([CH2:10][S:7](/[CH:6]=[CH:5]/[C:4]2[C:20]([O:26][CH3:27])=[CH:21][C:22]([O:24][CH3:25])=[CH:23][C:3]=2[O:2][CH3:1])(=[O:9])=[O:8])[CH:12]=[CH:13][C:14]=1[O:18][CH3:19])=[O:57]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 11205Carbon tetrabromideHCID 21904359DibenzylphosphiteHCID 727772735-((2,4,6-Trimethoxystyrylsulfonyl)methyl)-2-methoxy-phenol

生成物 1

HCID 11433754HCID 11433754、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

反応条件

温度
0 °C

実験手順

To a stirred solution of 5-((2,4,6-trimethoxystyrylsulfonyl)methyl)-2-methoxy-phenol (1.9 g, 4.8 mmol) in acetonitrile (24 mL) at room temperature, was added carbon tetrabromide (1.94 g, 1.22 eq) and triethylamine (0.728 g, 1.5 eq). The resulting mixture was stirred for 10 minutes and than cooled to 0° C. in an ice-water bath. Dibenzyl phosphite (1.51 g, 1.2 eq) dissolved in acetonitrile (16 mL) was added dropwise to the cooled reaction mixture. The reaction mixture was stirred for 2 h and monitored by TLC. The reaction was terminated by dropwise addition of aqueous potassium dihydrogen phosphate (10 mL, 0.5 M). The resulting mixture was extracted with ethyl acetate (3×30 mL). The combined organic extract was dried (Na2SO4) and concentrated in vacuo to yield the desired product.

後処理

  1. additionwas added dropwise to the cooled reaction mixture
  2. stirringThe reaction mixture was stirred for 2 h
  3. customThe reaction was terminated by dropwise addition of aqueous potassium dihydrogen phosphate (10 mL, 0.5 M)
  4. extractionThe resulting mixture was extracted with ethyl acetate (3×30 mL)
  5. extractionThe combined organic extract
  6. dry with materialwas dried (Na2SO4)
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-4b95d9a43a9c4e1da96ef3cd4ff440be
出典データセット
uspto-grants-2011_04
特許番号
US07932242B2

反応ノート

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