Isopropylamine → HCID 12832462, compound

HRID 46519Notes

Reaction equation

HRID 46519 reaction equation
Cl[CH2:2][C:3]1[C:4](=[O:20])[NH:5][CH2:6][CH2:7][CH:8]2[CH2:17][CH2:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH3:19])[CH:14]=3)[C:9]=12.[CH:21]([NH2:24])([CH3:23])[CH3:22].C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[CH:21]([NH:24][CH2:2][C:3]1[C:4](=[O:20])[NH:5][CH2:6][CH2:7][CH:8]2[CH2:17][CH2:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH3:19])[CH:14]=3)[C:9]=12)([CH3:23])[CH3:22]

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 10340Sodium CarbonateHCID 205556161-chloromethyl-3,4,5,5a,6,7-hexahydro-9-methoxy-2H-naphth[1,2-d]azepin-2-one

Product 1

HCID 12832462HCID 12832462, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the stirred suspension of 4 g of 1-chloromethyl-3,4,5,5a,6,7-hexahydro-9-methoxy-2H-naphth[1,2-d]azepin-2-one in 80 ml of methylene chloride is added 8 ml of isopropylamine. The mixture is stirred at room temperature overnight, 80 ml of saturated aqueous sodium carbonate are added, the organic layer is separated, washed with water, dried and evaporated. The residue is crystallized from diethyl ether and recrystallized from ethyl acetate, to give the 1-isopropylaminomethyl-3,4,5,5a, 6,7-hexahydro-9-methoxy-2H-naphth[1,2-d]azepin-2-one melting at 212°-214°.

Workup

  1. customthe organic layer is separated
  2. washwashed with water
  3. customdried
  4. customevaporated
  5. customThe residue is crystallized from diethyl ether
  6. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-c75ca27004304944a8afb4a0dfc8fbcd
Source dataset
uspto-grants-1979_11
Patent number
US04173633

Reaction notes

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