Toluene → 2,2'-Dimethoxy-1,1'-binaphthalene

HRID 1799357노트

반응식

HRID 1799357 반응식
O[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][C:13]=1O.[OH-:23].[Na+].S([O:30][CH3:31])(OC)(=O)=O.[CH3:32]C1C=CC=CC=1>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[CH3:32][O:23][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][C:13]=1[O:30][CH3:31]

참가 물질

6

반응물 4

HCID 1140TolueneHCID 6497Dimethyl SulfateHCID 11762BinolHCID 14798Sodium Hydroxide

생성물 1

HCID 2356162,2'-Dimethoxy-1,1'-binaphthalene

시약·촉매·용매 1

HCID 94433Tetrabutylammonium hydrogen sulfate촉매

실험 절차

14.3 g 2,2′-Dihydroxy-1,1′-binaphthyl prepared in the step a) of the Example 19, 40 ml sodium hydroxide with the concentration of 7.5%, 0.5 g tetrabutylammonium hydrogen sulfate and 40 ml methylbenzene are added to a round bottom flask with the volume of 100 mL. 16.4 g dimethyl sulfate is dropwise added to the round bottom flask to perform stirring reaction at 70° C.; and after the reaction is performed for 4 hours, the reaction product is filtered to obtain 2,2′-dimethoxy-1,1′-binaphthyl. The methylbenzene is separated from the filtrate. The aforementioned reaction is repeated, and recycling of the methylbenzene five times leads to the results in Table 7.

후처리

  1. additionare added to a round bottom flask with the volume of 100 mL
  2. customreaction at 70° C.
  3. filtrationthe reaction product is filtered

출처 및 근거

ORD 기록
ord-a001cbe75c8e4e9b91c4ce9c16498b8d
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08344080B2

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