Maleic Acid → HCID 12961995, compound

HRID 1065708Notes

Reaction equation

HRID 1065708 reaction equation
[CH3:1][NH:2][C@H:3]1[C@H:8]([OH:9])[CH2:7][C@H:6]2[C@H:10]3[C@H:19]([CH2:20][CH2:21][C@:4]12[CH3:5])[C:18]1[CH:17]=[CH:16][C:15]([OH:22])=[CH:14][C:13]=1[CH2:12][CH2:11]3.[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]\[C:26]([OH:28])=[O:27]>ClCCl.CO>[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]\[C:26]([OH:28])=[O:27].[CH3:1][N:2]([CH3:23])[C@H:3]1[C@H:8]([OH:9])[CH2:7][C@H:6]2[C@H:10]3[C@H:19]([CH2:20][CH2:21][C@:4]12[CH3:5])[C:18]1[CH:17]=[CH:16][C:15]([OH:22])=[CH:14][C:13]=1[CH2:12][CH2:11]3

Participants

5

Reactant 2

HCID 444266Maleic AcidHCID 986666317 beta-(Methylamino)estra-1(10),2,4-triene-3,16α-diol

Product 1

HCID 12961995HCID 12961995, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

17β-Methylamino-oestra-1,3,5(10)-triene-3,16α-diol (1.7 g) was dissolved in dichloromethane (17 ml) and a solution of maleic acid (0.63 g) in methanol (6.3 ml) was added. The resulting solution was evaporated to low volume and acetone was added to give pure 17β-dimethylamino-oestra-1,3,5(10)-triene-3,16α-diol (Z)-2-butenedioate (1:1) (salt) as prisms (1.76 g; 75.5%), m.p. 188°-194° C., [α]D +36.1° (c 0.98 in MeOH).

Workup

  1. customThe resulting solution was evaporated to low volume and acetone
  2. additionwas added

Sources & evidence

ORD record
ord-af3da85507ec4234a2f84ef3251c48ae
Source dataset
uspto-grants-1982_05
Patent number
US04330539

Reaction notes

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