Methane → HCID 20067710, compound

HRID 2309775Notes

Reaction equation

HRID 2309775 reaction equation
Cl.C.[Cl:3][CH2:4][CH2:5][CH2:6][C:7]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[C:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1.C([OH:30])C>>[Cl:3][CH2:4][CH2:5][CH2:6][CH:7]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:8]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:30].[Cl:3][CH2:4][CH2:5][CH2:6][C:7]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[C:8]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 297MethaneHCID 313Hydrochloric AcidHCID 702EthanolHCID 54059081HCID 54059081, compound

Product 2

HCID 20067710HCID 20067710, compoundHCID 54059081HCID 54059081, compound

Procedure

The evaporation residue obtained in Example 24(b) is dissolved in 300 ml of ethanol, after which 10 ml of concentrated hydrochloric acid is added. The mixture is refluxed for 30 min. The solution is treated with charcoal, and filtered. The solvent is evaporated giving a mixture of the (Z)- and (E)-isomers. The isomer mixture is recrystallized from petrol ether to give 7.7 g (22% from 5-chloro-1,2-diphenylpentan-1-one) of the (Z)-isomer, m.p. 116°-8° C.

Workup

  1. temperatureThe mixture is refluxed for 30 min
  2. filtrationfiltered
  3. customThe solvent is evaporated
  4. customgiving
  5. customThe isomer mixture is recrystallized from petrol ether

Sources & evidence

ORD record
ord-72bff2f954d8497fb99a0f6921b16f94
Source dataset
uspto-grants-1987_09
Patent number
US04696949

Reaction notes

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