Sodium Iodide → 6-(5-Cholesten-3beta-yloxy)hexyl iodide

HRID 2051526노트

반응식

HRID 2051526 반응식
C1(C)C=CC(S(O[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][C@H:18]2[CH2:42][CH2:41][C@@:40]3([CH3:43])[C:20](=[CH:21][CH2:22][C@@H:23]4[C@@H:39]3[CH2:38][CH2:37][C@@:36]3([CH3:44])[C@H:24]4[CH2:25][CH2:26][C@@H:27]3[C@H:28]([CH3:35])[CH2:29][CH2:30][CH2:31][CH:32]([CH3:34])[CH3:33])[CH2:19]2)(=O)=O)=CC=1.[I-:46].[Na+]>CC(C)=O>[I:46][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][C@H:18]1[CH2:42][CH2:41][C@@:40]2([CH3:43])[C:20](=[CH:21][CH2:22][C@@H:23]3[C@@H:39]2[CH2:38][CH2:37][C@@:36]2([CH3:44])[C@H:24]3[CH2:25][CH2:26][C@@H:27]2[C@H:28]([CH3:35])[CH2:29][CH2:30][CH2:31][CH:32]([CH3:34])[CH3:33])[CH2:19]1

참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 13799772Cholest-5-en-3beta-yl 6-(p-toluenesulfonyloxy)hexyl ether

생성물 1

HCID 128055256-(5-Cholesten-3beta-yloxy)hexyl iodide

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A solution of cholest-5-en-3β-yl 6-(p-toluenesulfonyloxy)hexyl ether (33 g, 51 mmol) and sodium iodide (16 g, 0.106 mol) in acetone (250 ml) was refluxed for 4 hours. The solvent was removed under reduced pressure, filtered, and the collected salts washed well with ether. The filtrate was evaporated and residual yellow oil boiled in hexanes (400 ml). The solution was decanted, concentrated to 200 ml, and stored in the refrigerator for two days. The product was filtered and the mother liquors concentrated to give a total yield of 30 g (97%), m.p. 103.5°-104.5° C.

후처리

  1. customThe solvent was removed under reduced pressure
  2. filtrationfiltered
  3. washthe collected salts washed well with ether
  4. customThe filtrate was evaporated
  5. customThe solution was decanted
  6. concentrationconcentrated to 200 ml
  7. filtrationThe product was filtered
  8. concentrationthe mother liquors concentrated
  9. customto give a total yield of 30 g (97%), m.p. 103.5°-104.5° C.

출처 및 근거

ORD 기록
ord-b83dfa89d9124d0c9e4a19f333fa0f7a
출처 데이터셋
uspto-grants-1991_05
특허 번호
US05019568

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