Methanol → Methyl 4-phenylbutyrate

HRID 602039노트

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HRID 602039 반응식
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O.[CH3:18]O>O>[CH3:18][O:11][C:10](=[O:12])[CH2:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 47754-Phenylbutyric Acid

생성물 1

HCID 281254Methyl 4-phenylbutyrate수율 90%

시약·촉매·용매 1

HCID 962Water용매

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온도
49 °C

실험 절차

1800 g (10.98 moles) of 4-phenylbutyric acid, crystalline in a glass bottle was heated with a heating blanket for 2 h to melt the acid. The liquid was poured in 8 L of methanol in a 22 L reaction flask (3-necked round-bottom flask fitted with stirrer and thermometer adapters). The solution was stirred under Argon, temperature 20° C.-33° C., and 400 mL concentrated sulfuric acid was added in 50 mL portions. The temperature increased to 49° C. The solution was stirred under argon over the week-end and allowed to cool to ambient temperature. The solution was transferred to a quench tank and diluted with 8 L of water. The oil formed was separated and the aqueous phase was extracted with 2×1 L of ethyl acetate. The extracts were combined with the oil and the solution concentrated to give 1753 g of clear oil in 90% yield.

후처리

  1. stirringThe solution was stirred under argon over the week-end
  2. temperatureto cool to ambient temperature
  3. customThe oil formed
  4. customwas separated
  5. extractionthe aqueous phase was extracted with 2×1 L of ethyl acetate
  6. concentrationthe solution concentrated

출처 및 근거

ORD 기록
ord-d6e2ff1607b449449a04f3881b867c8a
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902394B2

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