Hydrochloric Acid → Benzenemethanol, 4-chloro-alpha-(1-methylethyl)-

HRID 1977718

반응식

HRID 1977718 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Mg]Br)=[CH:4][CH:3]=1.[CH:10](=[O:14])[CH:11]([CH3:13])[CH3:12].Cl.C(Cl)Cl>C(OCC)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:10]([OH:14])[CH:11]([CH3:13])[CH3:12])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 6561IsobutyraldehydeHCID 178478191HCID 178478191, 화합물

생성물 1

HCID 202426Benzenemethanol, 4-chloro-alpha-(1-methylethyl)-

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A 1 M solution of p-chlorophenylmagnesium bromide in diethyl ether (100 mL) is added to a solution of isobutyraldehyde (9.08 mL, 0.1 mol) in diethyl ether at −5° C. After the addition is complete, the reaction mixture is stirred overnight at room temperature, diluted with an ice-water mixture, and acidified with 10% hydrochloric acid. The phases are separated and the aqueous phase is extracted with diethyl ether. The organic phase and extracts are combined, washed sequentially with saturated sodium hydrogen carbonate solution, water and brine, dried over anhydrous sodium sulfate, and concentrated in vacuo to obtain an oil. Column chromatography of the oil using silica gel and a 33% methylene chloride in hexanes solution gives the title product as a colorless oil (14 g) which is identified by NMR spectral analyses.

후처리

  1. additionAfter the addition
  2. customThe phases are separated
  3. extractionthe aqueous phase is extracted with diethyl ether
  4. washwashed sequentially with saturated sodium hydrogen carbonate solution, water and brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customto obtain an oil

출처 및 근거

ORD 기록
ord-7e729b22eb1046158e8f392dec2a5cf0
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235754B1

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