Hydrochloric Acid → HCID 21548600, compound

HRID 1605095Notes

Reaction equation

HRID 1605095 reaction equation
[H-].[Na+].[CH3:3][C:4]1[CH:5]=[C:6]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]1[CH2:11][CH2:10][CH2:9][CH:8]([C:17]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:18])[C:7]2=1.[C:27](Cl)(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.Cl>CN(C)C=O>[C:27]([N:13]1[C:12]2[CH2:11][CH2:10][CH2:9][CH:8]([C:17]([O:19][CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[O:18])[C:7]=2[C:6]2[C:14]1=[CH:15][CH:16]=[C:4]([CH3:3])[CH:5]=2)(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 24758Sodium hydrideHCID 21548361HCID 21548361, compound

Product 1

HCID 21548600HCID 21548600, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following a procedure similar to that of Example 35B but using 0.84 g. sodium hydride, 50 ml. of dry dimethylformamide, 9.1 g. of benzyl 6-methyl-1,2,3,4-tetrahydrocarbazole-4-carboxylate, and 4.4 g. of benzoyl chloride, but eliminating the 1% aqueous hydrochloric acid wash subsequent to the bicarbonate wash, there was obtained 8.5 g. of the title compound which was purified by suspension in hot isopropyl alcohol, filtration, followed by suspension in, and filtration from, ether; m.p. 119°-121°C.

Workup

  1. washwash subsequent to the bicarbonate
  2. washwash
  3. customthere was obtained 8.5 g
  4. customof the title compound which was purified by suspension in hot isopropyl alcohol
  5. filtrationfiltration
  6. filtrationfiltration from, ether

Sources & evidence

ORD record
ord-e0f560c3340c49dca4d75b246cfe31a9
Source dataset
uspto-grants-1976_04
Patent number
US03948939

Reaction notes

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