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Trityl chloride → 1,1,1-Triphenyl-2,5,8,11-tetraoxatridecan-13-OL

HRID 1818094
ノート
印刷プレビュー

反応式

HRID 1818094 の反応式
[CH2:1]([OH:13])[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][OH:12].C(N(CC)CC)C.[C:21]1([C:27](Cl)([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>ClCCl>[C:21]1([C:27]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[O:12][CH2:11][CH2:10][O:9][CH2:8][CH2:7][O:6][CH2:5][CH2:4][O:3][CH2:2][CH2:1][OH:13])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6456Trityl chlorideHCID 8200Tetraethylene GlycolHCID 8471Triethylamine

生成物 1

HCID 115465991,1,1-Triphenyl-2,5,8,11-tetraoxatridecan-13-OL収率 96.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

To tetraethylene glycol (213.65 g, 1.1 mol) and triethylamine (20.24 g, 27.8 ml, 200 mmol) in dry dichloromethane (1500 ml) was added dropwise triphenylmethyl chloride (27.88 g, 100 mmol) in dry dichloromethane (500 ml). This solution was left to stir under argon at room temperature for 24 hours. After 24 hours, the reaction was concentrated in vacuo to give a mixture of product and starting material as a yellow oil. This oil was then re-dissolved in dichloromethane (1000 ml), partitioned with sat. aq. NaHCO3 (500 ml), water (3×400 ml) and finally sat. aq. NaCl (500 ml). The organic layer was separated, dried over anhydrous sodium sulphate and concentrated in vacuo to give the title compound as a yellow oil (42.2 g, 95%) which was used without further purification.

後処理

  1. waitThis solution was left
  2. waitAfter 24 hours
  3. concentrationthe reaction was concentrated in vacuo
  4. customto give
  5. additiona mixture of product
  6. custompartitioned with sat. aq. NaHCO3 (500 ml), water (3×400 ml) and finally sat. aq. NaCl (500 ml)
  7. customThe organic layer was separated
  8. dry with materialdried over anhydrous sodium sulphate
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-280a06e1faf14c1bb73f514356487fe8
出典データセット
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07598421B2

反応ノート

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