Diethyl Ether → HCID 13772989, compound

HRID 746008Notes

Reaction equation

HRID 746008 reaction equation
[CH2:1]([N:3]1[C@@H:11]2[C:6]3=[C:7]([CH:20]=[C:21]([CH3:23])[CH:22]=[C:5]3[C@H:4]1[CH2:24][CH2:25][CH3:26])[C:8]1[C:15]([O:16][CH3:17])=[C:14]([O:18][CH3:19])[CH:13]=[CH:12][C:9]=1[CH2:10]2)[CH3:2].CCOCC>CC(C)=O>[CH2:1]([N:3]1[C@H:11]2[C:6]3=[C:7]([CH:20]=[C:21]([CH3:23])[CH:22]=[C:5]3[C@@H:4]1[CH2:24][CH2:25][CH3:26])[C:8]1[C:15]([O:16][CH3:17])=[C:14]([O:18][CH3:19])[CH:13]=[CH:12][C:9]=1[CH2:10]2)[CH3:2]

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 13772988HCID 13772988, compound

Product 1

HCID 13772989HCID 13772989, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

74.3 g (211 mM) of (±)-(4R*,5aS*)-5-ethyl-4,5,5a,6-tetrahydro-9,10-dimethoxy-2-methyl-4-n-propyl-dibenz[cd,f]indole are dissolved in 600 ml acetone and a solution of 81.67 g (211 mM) of (-)-di-O,O'-p-toluoyl-L-tartaric acid monohydrate in 300 ml acetone is added with stirring. The mixture is further stirred for one hour at room temperature, a total of 1 liter ether being added in portions during this period. The resultant precipitate is filtered off, washed with ethyl acetate until it remains light yellow, and dried.

Workup

  1. stirringThe mixture is further stirred for one hour at room temperature
  2. filtrationThe resultant precipitate is filtered off
  3. washwashed with ethyl acetate until it
  4. customdried

Sources & evidence

ORD record
ord-56481cd0a24d497bb15b5082c7d9bc5c
Source dataset
uspto-grants-1986_07
Patent number
US04602032

Reaction notes

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