Hydrochloric Acid → Ethyl 4-(4-chlorophenoxy)-phenoxy-acetimidate hydrochloride

HRID 263087Notes

Reaction equation

HRID 263087 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[CH:16]=[CH:15][C:10]([O:11][CH2:12][C:13]#[N:14])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[CH2:19]([OH:21])[CH3:20].Cl>C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[CH:16]=[CH:15][C:10]([O:11][CH2:12][C:13](=[NH:14])[O:21][CH2:19][CH3:20])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 23350111HCID 23350111, compound

Product 1

HCID 70606253Ethyl 4-(4-chlorophenoxy)-phenoxy-acetimidate hydrochlorideYield 194.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 15 g (0.0578 mol) of 4-(4-chlorophenoxy)-phenoxy-acetonitrile prepared as indicated in Example 29a) and of 3.7 ml (0.0637 mol) of anhydrous ethanol in 75 ml of anhydrous diethyl ether is kept at about -5° C. and a stream of dry hydrogen chloride gas is passed into it for 2 hours. Thereafter the reaction mixture is left for 4 hours at about 2° C. and 19.25 g of a white powder are isolated by filtration.

Workup

  1. customis kept at about -5° C.

Sources & evidence

ORD record
ord-7730d5d3902a43ad83c6c4e7e30314d2
Source dataset
uspto-grants-1979_05
Patent number
US04156011

Reaction notes

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