Hydrochloric Acid → Methyl (4-cyanophenyl)acetate

HRID 1531732

反応式

HRID 1531732 の反応式
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]

参加物

9

反応物 5

HCID 313Hydrochloric AcidHCID 7947MesityleneHCID 11430Potassium CarbonateHCID 869964-(Bromomethyl)benzonitrileHCID 178418416HCID 178418416、化合物

生成物 1

HCID 1512619Methyl (4-cyanophenyl)acetate

試薬・触媒・溶媒 3

HCID 518773Pentacarbonyliron(0)触媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-302c30427a344b1c9cdb645005d46293
出典データセット
uspto-grants-2001_03
特許番号
US06200976B1

関連ノート

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