Octylamine → HCID 53754231, compound

HRID 236058Notes

Reaction equation

HRID 236058 reaction equation
[C:1]([O:13][CH3:14])(=[O:12])[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=O)=[CH:4][CH:3]=1.[CH2:15]([NH2:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].C[O-].[Na+].C(N(CCCCCCCC)C(=O)C1C=CC(C(O)=O)=CC=1)CCCCCCC>CO>[CH2:15]([NH:23][C:6](=[O:8])[C:5]1[CH:4]=[CH:3][C:2]([C:1]([O:13][CH3:14])=[O:12])=[CH:11][CH:10]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

6

Reactant 4

HCID 8143OctylamineHCID 8441Dimethyl terephthalateHCID 10942334Sodium MethoxideHCID 70438889HCID 70438889, compound

Product 1

HCID 53754231HCID 53754231, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

19.4 g (0.1 mole) of dimethyl terephthalate and 12.9 g (0.1 mole) of octylamine are refluxed for 8 hours in 100 ml of methanol together with 9 g (0.05 mole) of sodium methylate (30% strength). Working up as in Example 1 produces 26.5 g (91%) of 4-carbomethoxybenzoic acid octylamide having a 30% terephthalic acid bisoctylamide content.

Sources & evidence

ORD record
ord-f49b4524fd334074983a54c5583434be
Source dataset
uspto-grants-1987_02
Patent number
US04642375

Reaction notes

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