1,2-Dichloroethane → HCID 53910045, compound

HRID 1492405Notes

Reaction equation

HRID 1492405 reaction equation
ClCCCl.Cl.[NH2:6][C:7]12[CH2:14][CH:13]3[CH2:15][CH:9]([CH2:10][CH:11]1[CH2:12]3)[CH2:8]2.C(N(CC)CC)C.Cl.[CH3:24][O:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]([C:42]2[CH:47]=[CH:46][C:45]([O:48][CH3:49])=[CH:44][CH:43]=2)[C:33]2[CH:34]=[N:35][CH:36]=[CH:37][C:38]=2[C:39](Cl)=[O:40])=[CH:28][CH:27]=1>O>[CH:9]12[CH2:15][CH:13]3[CH2:12][CH:11]([CH2:10]1)[C:7]([NH:6][C:39]([C:38]1[CH:37]=[CH:36][N:35]=[CH:34][C:33]=1[CH:32]([C:29]1[CH:30]=[CH:31][C:26]([O:25][CH3:24])=[CH:27][CH:28]=1)[C:42]1[CH:43]=[CH:44][C:45]([O:48][CH3:49])=[CH:46][CH:47]=1)=[O:40])([CH2:14]3)[CH2:8]2

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 12791864Hexahydro-2,5-methanopentalen-3a(1H)-amine--hydrogen chloride (1/1)HCID 18950568HCID 18950568, compound

Product 1

HCID 53910045HCID 53910045, compoundYield 46.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 10 ml of 1,2-dichloroethane solution containing 2 g of 3-aminotricyclo[3.3.1.03,7 ]nonane hydrochloride and 10 ml of triethylamine was added 4.64 g of Compound c at room temperature. Then the mixture was stirred for 7 hours, followed by addition of water thereto to separate the organic layer. The aqueous layer was extracted with chloroform, then combined with the organic layer, washed with a saturated sodium chloride and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, 2.5 g of the desired compound was obtained as a solid.

Workup

  1. customto separate the organic layer
  2. extractionThe aqueous layer was extracted with chloroform
  3. washwashed with a saturated sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationAfter concentration under reduced pressure

Sources & evidence

ORD record
ord-916082623d36464a835087137b517323
Source dataset
uspto-grants-1994_12
Patent number
US05374634

Reaction notes

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