Ethyl Acetate → HCID 66758931, compound

HRID 2269540Notes

Reaction equation

HRID 2269540 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:39])[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH:16]=[C:17]3[C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=4[C:21](=[O:28])[N:20]([CH2:29][C:30]([O:32]CC)=[O:31])[C:19]4[CH:35]=[CH:36][CH:37]=[CH:38][C:18]3=4)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[OH-].[Na+].C(OCC)(=O)C>Cl.C(OCC)C>[C:30]([CH2:29][N:20]1[C:21](=[O:28])[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[C:17](=[CH:16][CH2:15][CH2:14][N:11]2[CH2:10][CH2:9][C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)([OH:39])[CH2:13][CH2:12]2)[C:18]2[CH:38]=[CH:37][CH:36]=[CH:35][C:19]1=2)([OH:32])=[O:31]

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 66758021HCID 66758021, compound

Product 1

HCID 66758931HCID 66758931, compoundYield 26.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

4-(4-Chlorophenyl)-1-[3-(6,11-dihydro-5-ethoxycarbonylmethyl-6-oxo-5H-dibenz[b,e]azepin-11-ylidene)propyl]piperidin-4-ol (Example 18)(1.0 g) was solved in 1M hydrogen chloride in diethyl ether and stirred at room temperature for 24 hours. Aqueous sodium hydroxide and ethyl acetate were added to the reaction mixture, the aqueous layer was separated and neutralized with dilute hydrochloric acid. The precipitation was filtered to give the titled compound (250 mg).

Workup

  1. customthe aqueous layer was separated
  2. customThe precipitation
  3. filtrationwas filtered

Sources & evidence

ORD record
ord-457308a6ced641188c337db58c28f266
Source dataset
uspto-grants-2001_12
Patent number
US06329385B1

Reaction notes

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