Pyrrolidine → HCID 22759917, compound

HRID 1703762Notes

Reaction equation

HRID 1703762 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH2:10][CH2:9][N:8]([C:12](=[O:15])[CH2:13]Cl)[CH:7]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:6]=2[CH:22]=1.[NH:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1>C(Cl)Cl>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH2:10][CH2:9][N:8]([C:12](=[O:15])[CH2:13][N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)[CH:7]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:6]=2[CH:22]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 22759901HCID 22759901, compound

Product 1

HCID 22759917HCID 22759917, compoundYield 81.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 7-chloro-4-(2-chloroacetyl)-5-phenyl-2,3,4,5-tetrahydro-1,4-benzoxazepine (3.5 g, 10.4 millimoles) prepared as described in Example 4a, in 100 ml CH2Cl2, was added pyrrolidine (7.2 g, 104 millimoles). The resulting reaction solution was allowed to stir at room temperature for 18 hours, after which it was evaporated to dryness. The residue was dissolved in ether and the resulting ethereal solution was washed with two portions of H2O, with brine, and was dried over Na2SO4,filtered and evaporated to dryness. The residue so obtained was dissolved in CH3CH-diethyl ether and a hydrochloride salt was prepared. There was obtained a 81.8% yield of the title compound; mp 280°-282°.

Workup

  1. customThe resulting reaction solution
  2. customafter which it was evaporated to dryness
  3. dissolutionThe residue was dissolved in ether
  4. washthe resulting ethereal solution was washed with two portions of H2O, with brine
  5. dry with materialwas dried over Na2SO4,filtered
  6. customevaporated to dryness
  7. customThe residue so obtained

Sources & evidence

ORD record
ord-64f4dd910f794ea69fdfec8122cf2ca5
Source dataset
uspto-grants-1978_11
Patent number
US04125538

Reaction notes

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