Toluene → HCID 13628097, compound

HRID 1982204Notes

Reaction equation

HRID 1982204 reaction equation
[CH3:1][C:2]1([CH3:14])[CH2:13][O:12][C:5]2([CH2:11][CH2:10][C:8](=O)[CH2:7][CH2:6]2)[O:4][CH2:3]1.[CH2:15]([NH2:18])[CH2:16][CH3:17].C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>O>[CH3:1][C:2]1([CH3:14])[CH2:13][O:12][C:5]2([CH2:11][CH2:10][C:8](=[N:18][CH2:15][CH2:16][CH3:17])[CH2:7][CH2:6]2)[O:4][CH2:3]1

Participants

6

Reactant 4

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 7852PropylamineHCID 5879683,3-Dimethyl-1,5-dioxaspiro(5.5)undecan-9-one

Product 1

HCID 13628097HCID 13628097, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 500 ml round bottom flask was charged with 20.32 g (0.103 mol) of 3,3-dimethyl-1,5-dioxazpiro[5.5]undecan-9-one (also known as 1,4-cyclohexanedione mono-2,2-dimethyltrimethylene ketal, from Aldrich Chemical Company, Milwaukee, Wis.), 21.6 g (0.365 mol) of n-propylamine (Eastman Chemical Company, Rochester, N.Y.), 0.01 g of p-toluenesulfonic acid and 100 ml of toluene. The reaction mixture was refluxed for 24 hours with a water separator charged with 16 g of 3-A molecular sieves. The volatiles were removed in vacuo and the residue was held for further synthetic modifications as described below.

Workup

  1. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-3c325c89d82c477c9de9ae347b99a060
Source dataset
uspto-grants-1986_06
Patent number
US04595754

Reaction notes

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