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1-Pentanol → Triphenylsulfonium 2,4,6-tricyclohexylbenzoate

HRID 529869
ノート
印刷プレビュー

反応式

HRID 529869 の反応式
[CH:1]1([C:7]2[CH:15]=[C:14]([CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[CH:13]=[C:12]([CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[C:8]=2[C:9]([O-:11])=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Na+].COS([O-])(=O)=O.[C:35]1([S+:41]([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.C(C(C)=O)(C)C.C(O)CCCC>O>[CH:22]1([C:12]2[CH:13]=[C:14]([CH:16]3[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]3)[CH:15]=[C:7]([CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[C:8]=2[C:9]([O-:11])=[O:10])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.[C:48]1([S+:41]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 62761-PentanolHCID 112513-Methyl-2-butanoneHCID 22995011Triphenylsulfonium methylsulfateHCID 118556698Sodium 2,4,6-tricyclohexylbenzoate

生成物 1

HCID 131735632Triphenylsulfonium 2,4,6-tricyclohexylbenzoate収率 76%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

A 100-mL eggplant shaped flask was charged with 1.0 g of sodium 2,4,6-tricyclohexylbenzoate (prepared in Synthesis Example 1-6), 0.9 g of triphenylsulfonium methylsulfate, 10 g of methyl isopropyl ketone, 10 g of 1-pentanol, and 5 g of water, which were stirred at room temperature for 1 hour. The organic layer was separated from the reaction mixture and washed with water. After washing, the organic layer was concentrated by distilling off the solvent. The liquid concentrate was crystallized from 30 g of diisopropyl ether. The crystal precipitate was filtered and dried, obtaining the target compound, triphenylsulfonium 2,4,6-tricyclohexylbenzoate as white crystal. Amount 1.2 g, yield 76%.

後処理

  1. customThe organic layer was separated from the reaction mixture
  2. washwashed with water
  3. washAfter washing
  4. concentrationthe organic layer was concentrated
  5. distillationby distilling off the solvent
  6. concentrationThe liquid concentrate
  7. customwas crystallized from 30 g of diisopropyl ether
  8. filtrationThe crystal precipitate was filtered
  9. customdried

出典と根拠

ORDレコード
ord-aa88c1169a784c8a95e79d877468e735
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09348227B2

反応ノート

読み込み中…

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