Triethylamine → HCID 20161793, compound

HRID 745667Notes

Reaction equation

HRID 745667 reaction equation
[Cl:1][C:2]1[C:3](C)=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].ClC(Cl)(Cl)C(O[C:19]1[C:24]([Cl:25])=[C:23]([Cl:26])[C:22]([Cl:27])=[C:21]([Cl:28])[C:20]=1[Cl:29])=O.[CH2:32]([N:34](CC)CC)C>CN(C)C=O>[Cl:1][C:2]1[C:3]([NH:34][CH3:32])=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([O:9][C:19]1[C:24]([Cl:25])=[C:23]([Cl:26])[C:22]([Cl:27])=[C:21]([Cl:28])[C:20]=1[Cl:29])=[O:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 123175Phenol, pentachloro-, trichloroacetateHCID 186873865-Chloro-2-methoxy-4-methylbenzoic acid

Product 1

HCID 20161793HCID 20161793, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

5-chloro-2-methoxy-4-methyl benzoic acid (2 g., 0.0093 mol) in dimethylformamide (50 ml) was treated with pentachlorophenyl trichloroacetate (4.5 g., 0.11 mol) and triethylamine (1.5 ml). The mixture was stirred at room temperature for one hour. The dimethylformamide was stripped off in vacuo, and the residue recrystallised from acetone/petroleum to give pentachlorophenyl 5-chloro-2-methoxy-4-methylaminobenzoate, m.pt 217°-219° C.

Workup

  1. customthe residue recrystallised from acetone/petroleum

Sources & evidence

ORD record
ord-33b6258458c744728f7aa29a75a6552f
Source dataset
uspto-grants-1986_07
Patent number
US04599420

Reaction notes

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