Hydrochloric Acid → HCID 19705312, compound

HRID 1489626Notes

Reaction equation

HRID 1489626 reaction equation
O1CCCCC1[O:7][CH2:8][CH2:9][C:10]1[C:15]([Cl:16])=[C:14]([Cl:17])[CH:13]=[CH:12][C:11]=1[CH2:18][CH2:19][NH2:20].Cl>CO.CCOCC>[OH:7][CH2:8][CH2:9][C:10]1[C:15]([Cl:16])=[C:14]([Cl:17])[CH:13]=[CH:12][C:11]=1[CH2:18][CH2:19][NH2:20]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19705344HCID 19705344, compound

Product 1

HCID 19705312HCID 19705312, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

81 g of the product obtained above according to (b) are dissolved in 38 ml of methanol. 80 ml of a saturated solution of hydrogen chloride in ether are added, the temperature being kept between 20° and 25° C. The mixture is stirred for 30 minutes at room temperature and then concentrated to dryness. The residue is dissolved in 250 ml of water, washed twice with ethyl ether, rendered alkaline with a solution of NaOH and extracted with CH2Cl2. After drying over MgSO4, the extract is concentrated to dryness, the residue is taken up in 800 ml of isopropyl ether, an insoluble material is filtered off on Celite, the filtrate is concentrated under vacuum to about 300 ml and seeded with crystals of amino alcohol and the mixture is stirred overnight. The crystals are filtered off and rinsed with isopropyl ether and then with n-pentane to give 30.2 g of the expected product. M.p.=90°-91° C.

Workup

  1. custombeing kept between 20° and 25° C
  2. concentrationconcentrated to dryness
  3. dissolutionThe residue is dissolved in 250 ml of water
  4. washwashed twice with ethyl ether
  5. extractionextracted with CH2Cl2
  6. dry with materialAfter drying over MgSO4
  7. concentrationthe extract is concentrated to dryness
  8. filtrationan insoluble material is filtered off on Celite
  9. concentrationthe filtrate is concentrated under vacuum to about 300 ml
  10. stirringthe mixture is stirred overnight
  11. filtrationThe crystals are filtered off
  12. washrinsed with isopropyl ether

Sources & evidence

ORD record
ord-3892efdf04114045879332b024c20960
Source dataset
uspto-grants-1997_10
Patent number
US05679693

Reaction notes

Loading…