Acetic Acid → HCID 13671201, compound

HRID 1493375Notes

Reaction equation

HRID 1493375 reaction equation
[I:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)C=[CH:4][CH:3]=1.C=O.[ClH:14].P(=O)(O)(O)O.[C:20](O)(=O)[CH3:21]>O>[I:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:20]([CH2:21][Cl:14])=[CH:4][CH:3]=1

Participants

7

Reactant 5

HCID 176Acetic AcidHCID 313Hydrochloric Acid2×HCID 712FormaldehydeHCID 1004Phosphoric AcidHCID 70041-Iodonaphthalene

Product 1

HCID 13671201HCID 13671201, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
82.5 °C

Procedure

A mixture of 17.8 g of 1-iodo-naphthalene, 4.4 g of paraformaldehyde, 10.4 ml of acetic acid, 14.6 ml of concentrated hydrochloric acid and 6.6 ml of phosphoric acid was stirred at 80 to 85° C. and thereto another 20 ml of concentrated hydrochloric acid was added with stirring 8 times at intervals of 1 hour. The reaction mixture was poured into water and was extracted with benzene. After distilling away benzene, 18.5 g of 4-iodo-1-chloromethylnaphthalene was obtained.

Workup

  1. stirringwith stirring 8 times at intervals of 1 hour
  2. extractionwas extracted with benzene
  3. distillationAfter distilling away benzene

Sources & evidence

ORD record
ord-cfb6797af71045bc95733af06dfb2a66
Source dataset
uspto-grants-1991_06
Patent number
US05021458

Reaction notes

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