Hydrochloric Acid → HCID 19710211, compound

HRID 725918Notes

Reaction equation

HRID 725918 reaction equation
Br.[OH:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[OH:12])[CH2:8][CH:7]([N:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16])[CH2:6]2.Br[CH2:21][CH2:22]Br.Cl>>[CH2:21]1[CH2:22][O:2][C:3]2[CH:4]=[C:5]3[C:9]([CH2:8][CH:7]([N:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16])[CH2:6]3)=[CH:10][C:11]=2[O:12]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 78391,2-DibromoethaneHCID 19710242HCID 19710242, compound

Product 1

HCID 19710211HCID 19710211, compound

Procedure

5,6-Dihydroxy-2-(di-n-propylamino)indan hydrobromide (200 mg, 0.6 mmol) was reacted with 1,2-dibromoethane (0.05 mL, 0.66 mmol) under the same reaction conditions as Example 4. The crude material was chromatographed (200 g silica gel) eluting with methylene chloride/methanol (9:1) to yield an oil. The oil was converted into the HCl salt and recrystallized using methanol/ethyl acetate/ether: mp 210°-215° C.

Workup

  1. customThe crude material was chromatographed (200 g silica gel)
  2. washeluting with methylene chloride/methanol (9:1)
  3. customto yield an oil
  4. customrecrystallized

Sources & evidence

ORD record
ord-f8daf9c310484d369d414f5ffd3f65dd
Source dataset
uspto-grants-1998_01
Patent number
US05708018

Reaction notes

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