Sulfuric Acid → Methyl indane-2-carboxylate

HRID 22507

반응식

HRID 22507 반응식
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[C:10]([OH:12])=[O:11].[CH3:13]OC(OC)(C)C.S(=O)(=O)(O)O>CO>[C:10]([CH:2]1[CH2:1][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3]1)([O:12][CH3:13])=[O:11]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 64952,2-DimethoxypropaneHCID 5757772-Indancarboxylic Acid

생성물 1

HCID 9964238Methyl indane-2-carboxylate수율 96.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Dissolve 2-indancarboxylic acid (3.82 g, 23.5 mmol) in methanol (60 mL) and treat with dimethoxypropane (5.8 mL, 47 mmol) and sulfuric acid (0.8 mL). Stir at room temperature for 6 days. Evaporate the solvent in vacuo, dilute with methylene chloride (75 mL) and wash with saturated sodium hydrogen carbonate (35 mL). Extract the aqueous phase with methylene chloride (30 mL), wash combined organics with brine (30 mL) and dry (Na2SO4). Evaporate the solvent in vacuo and pass through a plug of silica gel to give 2(carbomethoxy)indan as a yellow oil (3.98 g).

후처리

  1. customEvaporate the solvent in vacuo
  2. additiondilute with methylene chloride (75 mL)
  3. washwash with saturated sodium hydrogen carbonate (35 mL)
  4. extractionExtract the aqueous phase with methylene chloride (30 mL)
  5. washwash
  6. dry with materialdry (Na2SO4)
  7. customEvaporate the solvent in vacuo and pass through a plug of silica gel

출처 및 근거

ORD 기록
ord-25f62db5d40446f2b7b45fcd42a706fe
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428158

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