Sulfuric Acid → Methyl indane-2-carboxylate

HRID 22507

反応式

HRID 22507 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 9964238Methyl indane-2-carboxylate収率 96.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-25f62db5d40446f2b7b45fcd42a706fe
出典データセット
uspto-grants-1995_06
特許番号
US05428158

関連ノート

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