Triethylamine → HCID 11572316, compound

HRID 442639Notes

Reaction equation

HRID 442639 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9](C(O)=O)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[C:21](Cl)(=[O:26])C(C)(C)C.[NH:28]1[CH2:33][CH:32]=[CH:31][CH2:30][CH2:29]1>ClCCl>[O:4]1[C:5]2[CH:10]=[CH:9][CH:8]=[C:7]([C:21]([N:28]3[CH2:29][CH:30]=[CH:31][CH2:32][CH2:33]3)=[O:26])[C:6]=2[O:1][CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 127501,2,3,6-TetrahydropyridineHCID 62493Pivaloyl chlorideHCID 27588331,4-Benzodioxane-6-carboxylic Acid

Product 1

HCID 11572316HCID 11572316, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1,4-benzodioxan-6-carboxylic acid (3.0 g; 16.7 mmol) was suspended in 40 mL of dichloromethane. The acid dissolved upon addition of 3.7 g (2.2 equivalents) of triethylamine. Addition of 2.0 g of pivaloyl chloride was exothermic, and produced a dense precipitate. The mixture was stirred at room temperature for about 20 minutes, then 1.52 g of 1,2,3,6-tetrahydropyridine was slowly added.

Workup

  1. customproduced a dense precipitate

Sources & evidence

ORD record
ord-315dddebf6ea48c5a058cfc7901b3226
Source dataset
uspto-grants-1999_04
Patent number
US05891876

Reaction notes

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