Hydrochloric Acid → 1-Indanone-6-carboxylic acid

HRID 1193258

반응식

HRID 1193258 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 123412861-Indanone-6-carboxylic acid수율 77%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
190 °C

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-e1d8e1c163654f52b5b934a5ac652624
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680159B2

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