Hydrazine hydrate (1:1) → 2-[2-(4-Chlorophenyl)-1,3-dioxolan-2-yl]ethylamine

HRID 323983Notes

Reaction equation

HRID 323983 reaction equation
Cl[CH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)=[O:5].C1(=O)N[C:16](=[O:18])[C:15]2=CC=CC=C12.[K].O.[NH2:26]N>C(O)CO>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([C:4]2([CH2:3][CH2:2][NH2:26])[O:18][CH2:16][CH2:15][O:5]2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 775503,4'-DichloropropiophenoneHCID 24194345Phthalimide potassium salt

Product 1

HCID 183496842-[2-(4-Chlorophenyl)-1,3-dioxolan-2-yl]ethylamine

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

3,4′-Dichloropropiophenone was treated with potassium phthalimide, the product treated with ethylene glycol and then this product cleaved with hydrazine hydrate following the methods described in J. Org. Chem. 1972, 221-225, to give 2-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]ethylamine.

Sources & evidence

ORD record
ord-78c26d7de5994014a8deda8e578241a8
Source dataset
uspto-grants-2001_04
Patent number
US06215001B1

Reaction notes

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