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4-Toluenesulfonyl chloride → (5-Methoxy-1,2,3,4-tetrahydro-2-naphthyl)methyl p-toluenesulfonate

HRID 963698
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HRID 963698 반응식
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH:7]([CH2:13][OH:14])[CH2:8]2.[C:15]1([CH3:25])[CH:20]=[CH:19][C:18]([S:21](Cl)(=[O:23])=[O:22])=[CH:17][CH:16]=1>N1C=CC=CC=1>[C:15]1([CH3:25])[CH:20]=[CH:19][C:18]([S:21]([O:14][CH2:13][CH:7]2[CH2:6][CH2:5][C:4]3[C:9](=[CH:10][CH:11]=[CH:12][C:3]=3[O:2][CH3:1])[CH2:8]2)(=[O:23])=[O:22])=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 53744579(5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methanol

생성물 1

HCID 11739484(5-Methoxy-1,2,3,4-tetrahydro-2-naphthyl)methyl p-toluenesulfonate수율 94.3%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of (5-methoxy-1,2,3,4-tetrahydro-2-naphthyl)methanol (1.00 g) in dry pyridine (10 ml) was added p-toluenesulfonyl chloride (1.15 g) under ice bath cooling. The mixture was stirred for 1 day at room temperature and partitioned between ethyl acetate and water. The organic layer was separated, washed with water (twice), 1N hydrochloric acid and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=10:1) to give (5-methoxy-1,2,3,4-tetrahydro-2-naphthyl)methyl p-toluenesulfonate (1.70 g) as a white powder. mp: 81°-82° C.

후처리

  1. temperaturecooling
  2. custompartitioned between ethyl acetate and water
  3. customThe organic layer was separated
  4. washwashed with water (twice), 1N hydrochloric acid and brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=10:1)

출처 및 근거

ORD 기록
ord-57704fe45a9341cf8ac6cc0616343903
출처 데이터셋
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05763489

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