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

HRID 529869
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HRID 529869 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

HCID 131735632Triphenylsulfonium 2,4,6-tricyclohexylbenzoate수율 76%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-aa88c1169a784c8a95e79d877468e735
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09348227B2

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