Morpholine → HCID 21389196, compound

HRID 1833354Notes

Reaction equation

HRID 1833354 reaction equation
[Cl:1]C[CH:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH3:16])=[C:10]([O:13][CH3:14])[CH:11]=2)[CH2:6][CH2:5][O:4]1.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>>[ClH:1].[CH3:16][O:15][C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][C:10]=1[O:13][CH3:14])[CH:3]([N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)[O:4][CH2:5][CH2:6]2

Participants

3

Reactant 2

HCID 8083MorpholineHCID 128284351-(Chloromethyl)-6,7-dimethoxy-3,4-dihydro-1H-2-benzopyran

Product 1

HCID 21389196HCID 21389196, compound

Procedure

A mixture of 5 g. of 1-chloromethyl-6,7-dimethoxyisochroman and 10 g of morpholine was heated at 150° C for 6 hours and, after cooling, the reaction mixture was concentrated under reduced pressure. The residue was diluted with 50 ml of water and extracted with chloroform. The extract was rinsed with water, dried and concentrated under reduced pressure. To the residue was added alcoholic hydrochloric acid and the resultant hydrochloride was crystallized by the addition of ethyl ether. The above procedure provided 5.1 g of 6,7-dimethoxy-1-morpholinoisochroman hydrochloride as colorless needles melting at 237°-239° C.

Workup

  1. additionA mixture of 5 g
  2. temperatureafter cooling
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. additionThe residue was diluted with 50 ml of water
  5. extractionextracted with chloroform
  6. washThe extract was rinsed with water
  7. customdried
  8. concentrationconcentrated under reduced pressure
  9. additionTo the residue was added alcoholic hydrochloric acid
  10. customthe resultant hydrochloride was crystallized by the addition of ethyl ether

Sources & evidence

ORD record
ord-da645c56ca1e4fbfb61a24ce71fc64bf
Source dataset
uspto-grants-1978_01
Patent number
US04066648

Reaction notes

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