Hydrochloric Acid → HCID 67520808, compound

HRID 1926212Notes

Reaction equation

HRID 1926212 reaction equation
C[O:2][C:3](=[O:28])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:27])[CH:11]=[C:12]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[C:16]2[CH2:23][CH2:24][CH:25]=[CH:26][C:15]=2[CH:14]=[CH:13]1.CO.[Li+].[OH-].Cl>O>[CH:22]1[C:17]2[C:16]3[CH2:23][CH2:24][CH:25]=[CH:26][C:15]=3[CH:14]=[CH:13][C:12](=[CH:11][C:10]([NH:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:28])=[O:2])=[O:27])[C:18]=2[CH:19]=[CH:20][CH:21]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 67520458HCID 67520458, compound

Product 1

HCID 67520808HCID 67520808, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6-(2-(10,11-dihydro-5H-dibenzocyclohepten-5-ylidene)acetamido)hexanoic acid methyl ester (377 mg, 1 mmol) and 300 ml of CH3OH were stirred at room temperature while 25 ml of 4 N solution of LiOH in H2O was added. The mixture was stirred for 24 hours at room temperature. The mixture was neutralized with concentrated hydrochloric acid to pH 7 and evaporated under vacuum to remove methanol. The residue was adjusted to pH 3 with concentrated hydrochloric acid. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (265 mg, 73% yield) as a white solid. LC-MS (m/z) 364 (M+1).

Workup

  1. additionwas added
  2. customevaporated under vacuum
  3. customto remove methanol
  4. filtrationThe solids were collected by vacuum filtration
  5. washwashed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-ed1c6e93cc644f0abe34ce2d8ad0eab5
Source dataset
uspto-grants-2012_05
Patent number
US08178577B2

Reaction notes

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