Methanol → 11,11-Diphenyl-11-methoxyundec-1-ene

HRID 273822노트

반응식

HRID 273822 반응식
[H-].[Na+].CO.[C:5]1([C:11]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([OH:22])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]=[CH2:21])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:29]OS(OC)(=O)=O>C1COCC1>[C:23]1([C:11]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=2)([O:22][CH3:29])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]=[CH2:21])[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

참가 물질

6

반응물 4

HCID 887Methanol2회HCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 200883261,1-Diphenyl-10-undecen-1-ol

생성물 1

HCID 2008832511,11-Diphenyl-11-methoxyundec-1-ene

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a mixture of 1.2 g of sodium hydride and 0.1 mL of methanol in 50 mL of THF was added a solution of 10 g of 1,1-diphenyl-10-undecen-1-ol in 20 mL of THF over 2 hrs. The mixture was stirred at room temperature for 4 hrs, then 3.5 mL of dimethylsulfate was added. The mixture was stirred for an additional 75 hrs, then 2 mL of methanol was added to quench any excess sodium hydride. The solvent was distilled in vacuo, the residue taken up in ether, and the solution washed with 10% by wt of hydrochloric acid, water, and saturated sodium hydrogen carbonate. The solution was then dried with sodium sulfate and concentrated in vacuo to give 10.6 g of 11,11-diphenyl-11-methoxyundec-1-ene which is characterized by:

후처리

  1. stirringThe mixture was stirred for an additional 75 hrs
  2. customto quench any excess sodium hydride
  3. distillationThe solvent was distilled in vacuo
  4. washthe solution washed with 10% by wt of hydrochloric acid, water, and saturated sodium hydrogen carbonate
  5. dry with materialThe solution was then dried with sodium sulfate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-0eb930b66b9f44a99485c4787b6c7fd3
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387617

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