Trimethyl orthoformate → HCID 18955609, compound

HRID 2380407Notes

Reaction equation

HRID 2380407 reaction equation
[CH:1]([O:6][CH3:7])([O:4][CH3:5])OC.[CH2:8]([O:15][C:16]1[CH:17]=[C:18]([CH:22]2[CH2:27]C[CH2:25][C:24](=O)[CH2:23]2)[CH:19]=[CH:20][CH:21]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)(Cl)Cl>[CH2:8]([O:15][C:16]1[CH:17]=[C:18]([CH:22]2[CH2:23][CH2:24][CH2:25][C:1]([O:4][CH3:5])([O:6][CH3:7])[CH2:27]2)[CH:19]=[CH:20][CH:21]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 9005Trimethyl orthoformateHCID 516892Sodium BicarbonateHCID 18955612HCID 18955612, compound

Product 1

HCID 18955609HCID 18955609, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Trimethyl orthoformate (2 ml) was added to montmorillonite clay (1.3 g) and the mixture was shaken for 5 minutes and then filtered. The solid so obtained was added to a solution of 3-(3-benzyloxyphenyl)cyclohexanone (0.28 g) in carbon tetrachloride (4 ml) and the resultant mixture was stirred at ambient temperature for 20 hours. The mixture was basified by the addition of sodium bicarbonate (0.05 g) and filtered. The filtrate was evaporated to give 3-(3-benzyloxyphenyl)-1,1-dimethoxycyclohexane as an oil (0.326 g) which was used without further purification.

Workup

  1. filtrationfiltered
  2. customThe solid so obtained
  3. filtrationfiltered
  4. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-1a7ca24f907843e68d84c4b6af14f4c7
Source dataset
uspto-grants-1994_11
Patent number
US05367079

Reaction notes

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