Hydrochloric Acid → 4,4-Bis(p-fluorophenyl)cyclohexanone

HRID 35312

反応式

HRID 35312 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2(O)[CH2:20][CH2:19][C:18](=[O:21])[CH2:17][CH2:16]2)=[CH:11][CH:10]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:15]2([C:12]3[CH:13]=[CH:14][C:9]([F:8])=[CH:10][CH:11]=3)[CH2:20][CH2:19][C:18](=[O:21])[CH2:17][CH2:16]2)=[CH:4][CH:3]=1

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 10008FluorobenzeneHCID 6451240Aluminum(III) ChlorideHCID 223953644-(4-Fluorophenyl)-4-hydroxycyclohexan-1-one

生成物 1

HCID 212956714,4-Bis(p-fluorophenyl)cyclohexanone収率 75.9%

実験手順

To a stirred and cooled (ice-bath) mixture of 50 parts of fluorobenzene and 4.1 parts of 4-(4-fluorophenyl)-4-hydroxycyclohexanone were added portionwise 11 parts of aluminium chloride. Upon completion, stirring was continued for 2 hours while still cooling. The reaction mixture was decomposed by pouring onto a mixture of crushed ice and a hydrochloric acid solution. The product was extracted with methylbenzene. The extract was washed with water till neutralization, dried, filtered and evaporated. The residue was purified by column-chromatography over silica gel using trichloromethane as eluent. The pure fractions were collected and the eluent was evaporated, yielding 4.3 parts (75.9%) of 4,4-bis(4-fluorophenyl)-1-cyclohexanone as a residue (intermediate 19).

後処理

  1. temperaturecooled
  2. stirringUpon completion, stirring
  3. temperaturewhile still cooling
  4. additionby pouring onto a mixture of crushed ice
  5. extractionThe product was extracted with methylbenzene
  6. washThe extract was washed with water till neutralization,
  7. customdried
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue was purified by column-chromatography over silica gel
  11. customThe pure fractions were collected
  12. customthe eluent was evaporated

出典と根拠

ORDレコード
ord-1154f6862b354bcc8357c14211d3a48c
出典データセット
uspto-grants-1988_08
特許番号
US04766125

関連ノート

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