Chloride → HCID 178441373, compound

HRID 1655140Notes

Reaction equation

HRID 1655140 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:9]2[CH2:14][CH2:13][C@H:12]([CH:15]=[O:16])[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[Cl-].[CH2:18]([CH:22]([CH2:25]O)[CH2:23][OH:24])[CH2:19][CH2:20][CH3:21].C1(C)C=CC(S(O)(=O)=O)=CC=1>O.C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([C@H:9]2[CH2:10][CH2:11][C@H:12]([CH:15]3[O:24][CH2:23][CH:22]([CH2:18][CH2:19][CH2:20][CH3:21])[CH2:25][O:16]3)[CH2:13][CH2:14]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

7

Reactant 4

HCID 312ChlorideHCID 6101p-Toluenesulfonic acidHCID 27952592-n-Butylpropane-1,3-diolHCID 178520926HCID 178520926, compound

Product 1

HCID 178441373HCID 178441373, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

A mixture of 2.2 g of trans-4-(3,4-difluorophenyl)-cyclohexanecarbaldehyde (obtainable by converting the corresponding acid into the chloride and Rosenmund reduction), 1.32 g of 2-butylpropane-1,3-diol, 0.01 g of p-toluenesulfonic acid and 15 ml of toluene is boiled on a water separator for 3 hours, cooled, washed with water and evaporated, to give 2-[trans-4-(3,4-difluorophenyl)cyclohexyl]-5-butyl-1,3-dioxane.

Workup

  1. temperaturecooled
  2. washwashed with water
  3. customevaporated

Sources & evidence

ORD record
ord-27d56770389a40ba9cd5ac7f7c7eeaa6
Source dataset
uspto-grants-1993_10
Patent number
US05250220

Reaction notes

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