HCID 178495105, compound → HCID 178520734, compound

HRID 1609166Notes

Reaction equation

HRID 1609166 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][CH2:12][C@H:11]([CH:14]=[CH:15][O:16]C)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1>O1CCCC1.Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]2[CH2:9][CH2:10][C@H:11]([CH2:14][CH:15]=[O:16])[CH2:12][CH2:13]2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 178495105HCID 178495105, compound

Product 1

HCID 178520734HCID 178520734, compoundYield 97.5%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

5 g of 1-chloro-4-[trans-4-(2-methoxyvinyl)cyclohexyl]-benzene in 60 ml of tetrahydrofuran and 20 ml of 9 percent hydrochloric acid are stirred at 60° C. for 2 hours. After cooling to room temperature the aqueous phase is extracted with 100 ml of ethyl acetate. The organic phase is washed with water, dried over sodium sulphate, filtered and evaporated. The residue gave 4.6 g of [trans-4-(4-chlorophenyl)cyclohexyl]acetaldehyde.

Workup

  1. extractionis extracted with 100 ml of ethyl acetate
  2. washThe organic phase is washed with water
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-e261ec4b88484676a63d537c8f4583de
Source dataset
uspto-grants-1995_03
Patent number
US05399689

Reaction notes

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