Diethylamine → HCID 22760008, compound

HRID 1703761Notes

Reaction equation

HRID 1703761 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.[CH2:23]([NH:25][CH2:26][CH3:27])[CH3:24]>C(Cl)Cl>[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:25]([CH2:26][CH3:27])[CH2:23][CH3:24])[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 8021DiethylamineHCID 22759901HCID 22759901, compound

Product 1

HCID 22760008HCID 22760008, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7-Chloro-4-(2-chloroacetyl)-5-phenyl-2,3,4,5-tetrahydro-1,4-benzoxazepine (2.3 g, 8.8 millimoles), prepared as described in Example 4a was dissolved in 100 ml CH2Cl2, to which solution was added diethylamine (6.5 g; 88.0 millimoles). The resulting solution was allowed to stir at room temperature for 18 hours after which the solvent was removed. The residue was extracted with diethyl ether. The ethereal solution was washed with three portions of H2O, with brine, and was dried over Na2So4, filtered and evaporated, thereby affording crude 7-chloro-4-(2-diethylaminoacetyl)-5-phenyl-2,3,4,5-tetrahydro-1,4-benzoxazepine as a viscous oil. The crude material was reduced with LiAlH4 (0.55 g; 14.6 millimoles) in diethyl ether by the general procedure of Example 5. The dihydrochloride salt was prepared, thereby affording a 52% yield of the title compound; mp 113° C (dec).

Workup

  1. customwas removed
  2. extractionThe residue was extracted with diethyl ether
  3. washThe ethereal solution was washed with three portions of H2O, with brine
  4. customwas dried over Na2So4
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-1cbca63c838c4be6a9e358e742575573
Source dataset
uspto-grants-1978_11
Patent number
US04125538

Reaction notes

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