Hydrochloric Acid → HCID 13371116, compound

HRID 1154358Notes

Reaction equation

HRID 1154358 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[CH2:9][CH2:10][NH:11][C:12]2[CH:22]=[CH:21][C:15]([C:16]([O:18]CC)=[O:17])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1.[OH-].[K+].C(O)C.Cl>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:23]2[CH:24]=[CH:25][C:26]([Cl:29])=[CH:27][CH:28]=2)[CH2:9][CH2:10][NH:11][C:12]2[CH:22]=[CH:21][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 13371115HCID 13371115, compound

Product 1

HCID 13371116HCID 13371116, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4.25 g. of p-[[3,3-bis(p-chlorophenyl)propyl]amino]benzoic acid, ethyl ester, 2.85 g. of potassium hydroxide, and 50 ml. of 95% ethanol is heated at 75° C. for 26 hours, cooled, diluted with 150 ml. of water, and adjusted to pH 5 with 37% hydrochloric acid. The solid is collected, dried, and crystallized twice from isopropanol, giving 2.88 g. of the desired product as tan crystals, m.p. 213°-215° C.

Workup

  1. additionA mixture of 4.25 g
  2. temperaturecooled
  3. additiondiluted with 150 ml
  4. customThe solid is collected
  5. customdried
  6. customcrystallized twice from isopropanol
  7. customgiving 2.88 g

Sources & evidence

ORD record
ord-1431f7071cfc44febccb030a6dcaad6e
Source dataset
uspto-grants-1984_12
Patent number
US04489094

Reaction notes

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