Dimethyl Sulfate → HCID 12535017, 화합물

HRID 638108

반응식

HRID 638108 반응식
[C:1]1([CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.S(OC)(O[CH3:20])(=O)=O.[Cl-].[NH4+]>S(C1C=CC(C)=CC=1)([O-])(=O)=O.C([N+](CC)(CC)CC)C.C(#N)C.[Pt]>[C:1]1([CH:11]([CH3:20])[C:12]([O:14][CH3:15])=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 3

HCID 6497Dimethyl SulfateHCID 17891Methyl 1-naphthylacetate2회HCID 25517Ammonium Chloride

생성물 1

HCID 12535017HCID 12535017, 화합물수율 92%

시약·촉매·용매 3

HCID 23939Platinum촉매HCID 101846Tetraethylammonium p-toluenesulphonate촉매2회HCID 6342Acetonitrile용매2회

실험 절차

Into the cathode chamber of an electrolytic cell divided with an ion-exchange resin diaphragm was placed a solution of 10 mmols of methyl 1-naphthylacetate, 12 mmols of dimethyl sulfate and 1.0 g of tetraethylammonium tosylate in 30 ml of acetonitrile. The anode chamber was supplied with a solution of 2.0 g of tetraethylammonium tosylate in 10 ml of acetonitrile. Constant current electrolysis was conducted at 0.2 A/cm2 with use of platinum for both the cathode and the anode. After passing 1.5 F of electricity per mol of the methyl 1-naphthylacetate at room temperature, the cathode solution was added to a saturated aqueous solution of ammonium chloride and the mixture was extracted twice with ether. The ether was distilled off and the residue was purified by silica gel column chromatography using hexane-ethyl acetate (10:1), giving methyl 1-naphthyl(α-methyl)acetate in a yield of 92%. The spectral data of the ester were as follows.

후처리

  1. customat room temperature
  2. extractionthe mixture was extracted twice with ether
  3. distillationThe ether was distilled off
  4. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-70deb93fc4804ea488aee74faaaa8c33
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04560447

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