Hydrochloric Acid → HCID 13170167, 화합물

HRID 501814노트

반응식

HRID 501814 반응식
Br[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[C:10]([O-])(=O)C.[K+].[C:15]([O:18][CH2:19][CH3:20])(=[O:17])[CH3:16].Cl>CN(C)C=O.C(OCC)(=O)C=C.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>[CH:6]([C:5]1[CH:8]=[CH:9][C:2](/[CH:10]=[CH:16]/[C:15]([O:18][CH2:19][CH3:20])=[O:17])=[CH:3][CH:4]=1)=[O:7]

참가 물질

11

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 707414-BromobenzaldehydeHCID 517044Potassium Acetate

생성물 1

HCID 13170167HCID 13170167, 화합물

시약·촉매·용매 6

HCID 11776Triphenylphosphine촉매HCID 74236Tetrabutylammonium Bromide촉매HCID 167845palladium(II) acetate촉매HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8821Ethyl Acrylate용매

반응 조건

온도
90 °C

실험 절차

5.00 g of 4-bromobenzaldehyde was dissolved in 100 mL of N,N-dimethylformamide, to which 2.9 mL of ethyl acrylate, 0.30 g of palladium(II) acetate, 0.35 g of triphenylphosphine, 13.20 g of potassium acetate, and 8.70 g of tetra-n-butylammonium bromide were added, and this solution was stirred for 2.5 hours at 90° C. The reaction mixture was added to a mixture of ethyl acetate and water, and adjusted to pH 2 with 6M hydrochloric acid, and the organic phase was separated therefrom. After the resultant organic phase was washed with water and a saturated sodium chloride solution successively, the washed phase was dried over anhydrous magnesium sulfate, and the solvent was distilled out under reduced pressure. The resultant residue was purified by silica gel column chromatography [eluent; hexane:ethyl acetate=2:1] to yield 4.75 g of ethyl (E)-3-(4-formylphenyl)-2-propenoate as yellow solid.

후처리

  1. additionwere added
  2. customthe organic phase was separated
  3. washAfter the resultant organic phase was washed with water
  4. dry with materiala saturated sodium chloride solution successively, the washed phase was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled out under reduced pressure
  6. customThe resultant residue was purified by silica gel column chromatography [eluent; hexane:ethyl acetate=2:1]

출처 및 근거

ORD 기록
ord-4e85852a1c8b49a0ae98822f4bc10298
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772285B2

반응 노트

불러오는 중…