Thionyl Chloride → 4-(Butoxymethyl)benzoyl chloride

HRID 1291959Notes

Reaction equation

HRID 1291959 reaction equation
[CH2:1]([O:5][CH2:6][C:7]1[CH:31]=[CH:30][C:10]([C:11](O[C@H]2CC[C@H](C3C=C(F)C(C#N)=C(F)C=3)CC2)=[O:12])=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH3:4].C(OCC1C=CC(C(O)=O)=CC=1)CCC.S(Cl)([Cl:49])=O>C1(C)C=CC=CC=1>[CH2:1]([O:5][CH2:6][C:7]1[CH:31]=[CH:30][C:10]([C:11]([Cl:49])=[O:12])=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 187607584-(Butoxymethyl)benzoic acidHCID 178450410HCID 178450410, compound

Product 1

HCID 189137514-(Butoxymethyl)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Preparation of trans-4-(3,5-difluoro-4-cyanophenyl)-cyclohexyl 4-(butoxymethyl)benzoate (in the formula (1), R=C4H9, l=1, m and n=both, 1, o=0, A1 =1,4-phenylene group, A2 =trans-1,4-cyclohexylene group, Z1 =--COO--, Z2 =covalent bond, X=CN, and Y1 and Y2 =both, F) (Compound No. 148) 4-(butoxymethyl)benzoic acid (1.5 g, 7.2 mmol) was mixed with thionyl chloride (1.3 g, 10.8 mmol) pyridine (0.1 ml) and toluene (3 ml), followed by reacting them at 80° C., for 2 hours, and distilling off superfluous thionyl chloride and toluene under reduced pressure, to obtain raw 4-(butoxymethyl)benzoyl chloride.

Workup

  1. customat 80° C.
  2. distillationdistilling off superfluous thionyl chloride and toluene under reduced pressure

Sources & evidence

ORD record
ord-31df2a14045847388a4c5903f2985f17
Source dataset
uspto-grants-1998_05
Patent number
US05755994

Reaction notes

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