Hydrochloric Acid → HCID 12300190, compound

HRID 1195075Notes

Reaction equation

HRID 1195075 reaction equation
[OH-].[K+].C[O:4][C:5]([C@@H:7]1[CH:22]=[C:21]2[C@@H:11]([CH2:12][C:13]3[C:23]4[C:16](=[CH:17][CH:18]=[CH:19][C:20]2=4)[NH:15][C:14]=3[Br:24])[N:9]([CH3:10])[CH2:8]1)=[O:6].Cl>C(O)C>[Br:24][C:14]1[NH:15][C:16]2[C:23]3[C:13]=1[CH2:12][C@@H:11]1[C:21]([C:20]=3[CH:19]=[CH:18][CH:17]=2)=[CH:22][C@@H:7]([C:5](=[O:4])[OH:6])[CH2:8][N:9]1[CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 13059865HCID 13059865, compound

Product 1

HCID 12300190HCID 12300190, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

20 ml of 20% aqueous potassium hydroxide solution are added to the solution of 1 g of 2-bromolysergic acid methyl ester in 6 ml of ethanol, then the solution is stirred in a bath of 80° C. for one hour. The pH value of the solution cooled down is adjusted to 7 by adding aqueous hydrochloric acid. The crystalline precipitate obtained on cooling is filtered off, washed with water and dried to give the title compound in a yield of 0.5 g (0.0014 mole, 50%).

Workup

  1. temperatureThe pH value of the solution cooled down
  2. customThe crystalline precipitate obtained
  3. temperatureon cooling
  4. filtrationis filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-a1fd274d04e24daabc96a64d1c3208c1
Source dataset
uspto-grants-1989_03
Patent number
US04816587

Reaction notes

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