Ethyl Acetate → HCID 66758931, compound

HRID 1983606Notes

Reaction equation

HRID 1983606 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-d2274fa96f1b454299808fdce7949e85
Source dataset
uspto-grants-2009_06
Patent number
US07541365B2

Reaction notes

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