Hydrochloric Acid → HCID 20082008、化合物

HRID 1609589ノート

反応式

HRID 1609589 の反応式
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([C:8]2[CH:9]=[C:10]([C:17]([OH:19])=[O:18])[C:11](=[CH:15][CH:16]=2)[C:12]([OH:14])=[O:13])=[O:7])=[CH:4][CH:3]=1.CCOCC.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([Mg]Br)=[CH:30][CH:29]=1.Cl>O1CCCC1.C(OCC)(=O)C>[OH:7][C:6]([C:31]1[CH:32]=[CH:33][C:28]([Cl:27])=[CH:29][CH:30]=1)([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:21][CH:20]=1)[C:8]1[CH:9]=[C:10]([C:17]([OH:19])=[O:18])[C:11](=[CH:15][CH:16]=1)[C:12]([OH:14])=[O:13]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 200819974-(4-Chlorobenzoyl)phthalic acidHCID 178478191HCID 178478191、化合物

生成物 1

HCID 20082008HCID 20082008、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 2.00 g of 4-(4-chlorobenzoyl) phthalic acid in 63 ml of tetrahydrofuran was dropwise added 50 ml of ether solution (0.59M) of 4-chlorophenylmagnesium bromide at room temperature in 20 minutes. The reaction mixture was refluxed under heating for 3 hours, cooled with ice, hydrolyzed with 10% hydrochloric acid and shaken with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated in vacuo. The resultant residue was chromatographed on a column of silica gel, eluting with chloroform and methanol (2:1) to give crude 4-[hydroxybis(4-chlorophenyl)methyl]phthalic acid. This intermediate was provided for the following reaction without further purification.

後処理

  1. customat room temperature
  2. customin 20 minutes
  3. temperatureThe reaction mixture was refluxed
  4. temperatureunder heating for 3 hours
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe resultant residue was chromatographed on a column of silica gel
  9. washeluting with chloroform and methanol (2:1)

出典と根拠

ORDレコード
ord-83ea7f3567fa4ca088e2dcb6fb633f30
出典データセット
uspto-grants-1995_03
特許番号
US05401756

反応ノート

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