Hydrochloric Acid → 1-Indanone-6-carboxylic acid

HRID 1193258ノート

反応式

HRID 1193258 の反応式
[C:1]([CH2:4][CH2:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1)([OH:3])=O.[Al+3].[Cl-].[Cl-].[Cl-].[Na+].[Cl-].Cl>C(OCC)(=O)C>[O:3]=[C:1]1[C:14]2[C:6](=[CH:7][CH:8]=[C:9]([C:10]([OH:12])=[O:11])[CH:13]=2)[CH2:5][CH2:4]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 8540543-(4-Carboxyphenyl)propionic AcidHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 123412861-Indanone-6-carboxylic acid収率 77%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
190 °C

実験手順

A mixture of 4-(2-carboxyethyl)benzoic acid (20.0 g, 103.09 mmol, 1.0 eq.), AlCl3 (164.0 g, 1237.11 mmol, 12.0 eq.) and NaCl (16.4 g, 10% mass weight of AlCl3) was heated for 12 hours at 190° C. The mixture was poured onto ice (500 g), and 6 M HCl (500 ml) and ethyl acetate (800 ml) were added. The phases were separated and the aqueous phase was extracted with ethyl acetate (3×400 ml). The combined org. phases were washed with 2 M HCl solution (2×400 ml), water (2×400 ml) and sat. NaCl solution (500 ml), dried over sodium sulfate and concentrated under reduced pressure. The crude product was used in the next stage without being purified further. Yield: 77% (14.0 g, 79.545 mmol)

後処理

  1. additionwere added
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with ethyl acetate (3×400 ml)
  4. washphases were washed with 2 M HCl solution (2×400 ml), water (2×400 ml) and sat. NaCl solution (500 ml)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customwithout being purified further

出典と根拠

ORDレコード
ord-e1d8e1c163654f52b5b934a5ac652624
出典データセット
uspto-grants-2014_03
特許番号
US08680159B2

反応ノート

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