Triethylamine → HCID 12799190, compound

HRID 851153Notes

Reaction equation

HRID 851153 reaction equation
Br[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]2[C:14]3[CH2:15][CH2:16][CH2:17][CH2:18][C:13]=3[C:12](=[O:19])[O:11][C:10]=2[CH:20]=1.[C:21]([NH:24][CH:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)(=[O:23])[CH3:22].C(N(CC)CC)C>O1CCCC1>[C:21]([NH:24][CH:25]1[CH2:30][CH2:29][N:28]([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:7]=[CH:8][C:9]3[C:14]4[CH2:15][CH2:16][CH2:17][CH2:18][C:13]=4[C:12](=[O:19])[O:11][C:10]=3[CH:20]=2)[CH2:27][CH2:26]1)(=[O:23])[CH3:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 14451564-AcetamidopiperidineHCID 12799208HCID 12799208, compound

Product 1

HCID 12799190HCID 12799190, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 17.3 g. (0.051 mole) 3-(3-bromopropoxy)-7,8,9,10-tetrahydro-6H-dibenzo[b,d]pyran-6-one, 7.3 g. (0.051 mole) 4-acetamidopiperidine, 5.2 g. triethylamine and 100 ml. tetrahydrofuran is heated under reflux for 14 hours and then cooled and filtered. The precipitate obtained is washed with tetrahydrofuran and water and dried in a vacuum. There are obtained 11.3 g. (55% of theory) of the desired compound (m.p. 167°-168° C.) which is identical to the compound of Example 23.

Workup

  1. additionA mixture of 17.3 g
  2. temperatureunder reflux for 14 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customThe precipitate obtained
  6. washis washed with tetrahydrofuran and water
  7. customdried in a vacuum
  8. customThere are obtained 11.3 g

Sources & evidence

ORD record
ord-c3c032ac29f04f8e8051d87e78c7fb07
Source dataset
uspto-grants-1983_05
Patent number
US04382943

Reaction notes

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