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Sodium Iodide → 4-Methoxy-4-(3-iodo-trans-propenyl)tetrahydropyran

HRID 21903
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HRID 21903 반응식
[CH3:1][O:2][C:3]1([CH2:9]/[CH:10]=[CH:11]/S(C)(=O)=O)[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.[I-:16].[Na+]>CC(C)=O>[CH3:1][O:2][C:3]1(/[CH:9]=[CH:10]/[CH2:11][I:16])[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1
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참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 199309484-Methoxy-4-(3-methanesulfonyl-trans-prop-2-enyl)tetrahydropyran

생성물 1

HCID 152840384-Methoxy-4-(3-iodo-trans-propenyl)tetrahydropyran수율 97%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a 0° C. solution in acetone of 4-methoxy-4-(3-methanesulfonyl-trans-prop-2-enyl)tetrahydropyran (505 mg, 2.02 mmol), prepared as in step 5 was added sodium iodide (605 mg, 4.03 mmol), and the reaction was stirred for 15 min. The reaction was partitioned between ethyl acetate and brine. The organic layer was washed twice with brine, dried over MgSO4, filtered and concentrated in vacuo to provide 4-methoxy-4-(3-iodo-trans-propenyl)tetrahydropyran (550 mg, 97%) as a dark yellow oil. The iodide was of sufficient purity to use without further purification.

후처리

  1. customThe reaction was partitioned between ethyl acetate and brine
  2. washThe organic layer was washed twice with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4531a2781c9a433398167495ec1ae910
출처 데이터셋
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05426111

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