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Hydrochloric Acid → p-(2-Methylbutoxycarbonyl)benzaldehyde

HRID 482817
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HRID 482817 반응식
[C:1](Cl)(=[O:10])[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH2:12]([OH:17])[CH:13]([CH2:15][CH3:16])[CH3:14].N1C=CC=CC=1.Cl>C1(C)C=CC=CC=1>[CH3:14][CH:13]([CH2:15][CH3:16])[CH2:12][O:17][C:1]([C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)=[O:10]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 87232-Methyl-1-butanolHCID 124246204-Formylbenzoyl chloride

생성물 1

HCID 13548338p-(2-Methylbutoxycarbonyl)benzaldehyde

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

315 g of said terephthalaldehydic acid chloride dissolved in 400 ml of toluene was dropped into an ice-cooled mixed solution of commercially available S(-)-2-methylbutanol (optically active amyl alcohol) and 230 g of pyridine, and heated under reflux for 2 hours. The reaction solution was cooled to room temperature and further cooled with ice, and acidified by adding 6N hydrochloric acid thereto to remove pyridine in the organic layer. The organic layer was then washed successively with water, 2N aqueous sodium hydroxide solution, and again with water. Toluene as a solvent was distilled off in vacuum, and the remaining reaction product was distilled in vacuum to obtain p-(2-methylbutoxycarbonyl)benzaldehyde (b.p. 118°-124° C./3.5 Torr).

후처리

  1. temperaturecooled
  2. temperatureheated
  3. temperatureunder reflux for 2 hours
  4. temperaturefurther cooled with ice
  5. customto remove pyridine in the organic layer
  6. washThe organic layer was then washed successively with water, 2N aqueous sodium hydroxide solution
  7. distillationToluene as a solvent was distilled off in vacuum
  8. customthe remaining reaction product
  9. distillationwas distilled in vacuum

출처 및 근거

ORD 기록
ord-5c338641cfe64aec9b618a3af3a4c4c7
출처 데이터셋
uspto-grants-1986_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04576732

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