Methanol → 2,6-Bis(hydroxymethyl)naphthalene

HRID 348731

반응식

HRID 348731 반응식
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]2[CH:11]=[C:12]([C:15](OC)=[O:16])[CH:13]=[CH:14][C:7]=2[CH:6]=1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].CO.C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C1COCC1>[OH:2][CH2:3][C:5]1[CH:10]=[CH:9][C:8]2[C:7](=[CH:14][CH:13]=[C:12]([CH2:15][OH:16])[CH:11]=2)[CH:6]=1

참가 물질

6

반응물 4

HCID 887MethanolHCID 61225Dimethyl-2,6-naphthalenedicarboxylateHCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 117887222,6-Bis(hydroxymethyl)naphthalene수율 101.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2,6-naphthalene dicarboxylic acid dimethyl (5.00 g) was dissolved in anhydrous THF (150 ml) and added with lithium aluminum hydride (1.55 g) under ice-cooling, followed by stirring at room temperature for 2 hours under a nitrogen atmosphere. After completion of the reaction, methanol and an aqueous potassium sodium tartrate solution were added to the solution in this order and the whole was stirred overnight. The solution was subjected to extraction with chloroform and ethyl acetate and the extract was then washed with saturated saline solution. Subsequently, the organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off, thereby obtaining the subject compound (3.90 g) as a white solid.

후처리

  1. temperaturecooling
  2. stirringthe whole was stirred overnight
  3. extractionThe solution was subjected to extraction with chloroform and ethyl acetate
  4. washthe extract was then washed with saturated saline solution
  5. dry with materialSubsequently, the organic layer was dried with anhydrous sodium sulfate
  6. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-dd915030c75a480387658c51cf646155
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176227B2

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