Hydrochloric Acid → HCID 13711803, compound

HRID 746222Notes

Reaction equation

HRID 746222 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)=[CH:9][C:10]([NH:12][CH2:13][C:14]([O:16]CC)=[O:15])=[O:11])=[CH:4][CH:3]=1.[OH-].[Na+].C(O)C.Cl>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:19]2[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=2)=[CH:9][C:10]([NH:12][CH2:13][C:14]([OH:16])=[O:15])=[O:11])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 13711802HCID 13711802, compound

Product 1

HCID 13711803HCID 13711803, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 1.0 g. of ethyl N-[3,3-bis(p-chlorophenyl)acryloyl]glycinate, 106 mg. of sodium hydroxide, 18 ml. of ethanol, and 2 ml. of water is stirred under reflux for one hour, allowed to cool, diluted with 80 ml. of water, and acidified with 20 ml. of 1N hydrochloric acid. The solid is collected, dried in vacuo at 50° C., and then stirred with 50 ml. of dichloromethane and 50 ml. of water. The solid which fails to dissolve is collected and dried at 50° C., giving 150 mg. of the desired product as a white solid, m.p. 166°-168° C.

Workup

  1. additionA mixture of 1.0 g
  2. temperatureunder reflux for one hour
  3. temperatureto cool
  4. additiondiluted with 80 ml
  5. customThe solid is collected
  6. customdried in vacuo at 50° C.
  7. dissolutionto dissolve
  8. customis collected
  9. customdried at 50° C.
  10. customgiving 150 mg

Sources & evidence

ORD record
ord-a6b2b4ef322240c3a5358cd4dc3d4b81
Source dataset
uspto-grants-1986_07
Patent number
US04603145

Reaction notes

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