Hydrochloric Acid → Methyl (4-cyanophenyl)acetate

HRID 1531732

반응식

HRID 1531732 반응식
Br[CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.[C:11](=[O:14])([O-])[O-:12].[K+].[K+].[C:17]1(C)C=C(C)C=C(C)C=1.[C]=O.Cl>[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[Fe].O.CO>[C:7]([C:6]1[CH:9]=[CH:10][C:3]([CH2:2][C:11]([O:12][CH3:17])=[O:14])=[CH:4][CH:5]=1)#[N:8]

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 7947MesityleneHCID 11430Potassium CarbonateHCID 869964-(Bromomethyl)benzonitrileHCID 178418416HCID 178418416, 화합물

생성물 1

HCID 1512619Methyl (4-cyanophenyl)acetate

시약·촉매·용매 3

HCID 518773Pentacarbonyliron(0)촉매HCID 887Methanol용매HCID 962Water용매

실험 절차

30.0 g (0.15 mol) of 4-bromomethyl-benzonitrile, 2.0 ml (0.12 mol) of iron pentacarbonyl, 29.0 g potassium carbonate, 10.0 ml mesitylene and 250 ml absolute methanol are placed in a pressure vessel and about 3.5 l carbon monoxide gas is introduced. The reaction mixture is shaken for 16 hours at ambient temperature, mixed with water, neutralised with hydrochloric acid and extracted with ethyl acetate. The combined organic extracts are washed with sodium hydrogen carbonate solution, dried and evaporated down. The residue is chromatographed on silica gel and eluted with petroleum ether/ethyl acetate (9:1, 8:2 and 7:3). The desired fractions are combined and evaporated down.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe combined organic extracts are washed with sodium hydrogen carbonate solution
  3. customdried
  4. customevaporated down
  5. customThe residue is chromatographed on silica gel
  6. washeluted with petroleum ether/ethyl acetate (9:1, 8:2 and 7:3)
  7. customevaporated down

출처 및 근거

ORD 기록
ord-302c30427a344b1c9cdb645005d46293
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06200976B1

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