Methyl iodide → HCID 12723453, 화합물

HRID 1385763노트

반응식

HRID 1385763 반응식
[H-].[Na+].[CH:3]1([OH:10])[CH2:8][CH2:7]C(O)C=C1.[CH3:11]I.[CH2:13]1[CH2:17][O:16][CH2:15][CH2:14]1>>[CH3:15][O:16][CH:17]1[CH2:13][CH2:14][CH:3]([O:10][CH3:11])[CH:8]=[CH:7]1

참가 물질

5

반응물 4

HCID 6328Methyl iodideHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 5508252-Cyclohexene-1,4-diol

생성물 1

HCID 12723453HCID 12723453, 화합물수율 91%

실험 절차

Lit., J. Org. Chem., 53:5695 (1988). To 14.3 g (328 mmol) sodium hydride (55% dispersion in oil) was added dropwise at 0° C. with stirring a solution of 10.1 g (88.5 mmol) (1RS,4RS)-cyclohex-2-ene-1,4-diol in 100 ml THF. 34 ml (546 mmol) methyl iodide was then added and stirring continued for an additional 48 h at room temperature. The reaction was quenched with saturated ammonium chloride solution and extracted with ether. The combined organic extracts were washed successively with saturated ammonium chloride solution and saturated brine, dried over sodium sulphate, and concentrated in vacuo to afford 11.5 g (91%) of the title compound as a yellow oil. 1H NMR d (250 MHz, CDCl3) 5.90 (2H, s), 3.82 (2H, br t), 3.37 (6H, s), 2.10 (2H, m), 1.51 (2H, m).

후처리

  1. customThe reaction was quenched with saturated ammonium chloride solution
  2. extractionextracted with ether
  3. washThe combined organic extracts were washed successively with saturated ammonium chloride solution and saturated brine
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-656f26382583474f8ff23e62a5e78b95
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06262089B1

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