Triethanolamine → HCID 178473475, compound

HRID 249354Notes

Reaction equation

HRID 249354 reaction equation
S(C1C=CC(C)=CC=1)(O)(=O)=O.[CH3:12][CH:13]1[C:16]23[O:23][CH2:22][O:21][C:17]2=[CH:18][CH:19]=[CH:20][CH:15]3[CH2:14]1.[NH:24]1[CH2:29][CH2:28][CH:27]([N:30]([CH3:36])[C:31](=[O:35])[O:32][CH2:33][CH3:34])[CH2:26][CH2:25]1.N(CCO)(CCO)CCO>C1(C)C=CC=CC=1>[CH2:22]1[O:21][C:17]2[CH:18]=[CH:19][C:20]3[C:13]([CH2:12][N:24]4[CH2:25][CH2:26][CH:27]([N:30]([CH3:36])[C:31](=[O:35])[O:32][CH2:33][CH3:34])[CH2:28][CH2:29]4)=[CH:14][C:15]=3[C:16]=2[O:23]1

Participants

5

Reactant 3

HCID 7618TriethanolamineHCID 19761240HCID 19761240, compoundHCID 131717923HCID 131717923, compound

Product 1

HCID 178473475HCID 178473475, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4 g of the compound obtained in Stage H, 2.24 g of the compound obtained in Stage B of Example 6 and 1.7 ml of triethanolamine are refluxed in 40 ml of toluene for 24 hours. The reaction mixture is concentrated, taken up in ethyl acetate, washed with water and then extracted with 1 N hydrochloric acid, and the extract is rendered basic with concentrated sodium hydroxide solution and extracted with methylene chloride. The extract is dried to yield ethyl N-{1-[(3,4-methylenedioxybenzocyclobuten-1-yl)-methyl]-piperid-4-yl)-N-methylcarbamate. 23.5 ml of a 2% solution of fumaric acid in ethanol are added to yield the desired salt.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. washwashed with water
  3. extractionextracted with 1 N hydrochloric acid
  4. extractionextracted with methylene chloride
  5. customThe extract is dried

Sources & evidence

ORD record
ord-2860f9933dfa489fa051731091be82e3
Source dataset
uspto-grants-1993_05
Patent number
US05214055

Reaction notes

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