4-[5-(4-Chloro-phenyl)-2-ethyl-thiophen-3-yl]-10-oxa-tricyclo[5.2.1.0*2,6*]dec-8-ene-3,5-dione → HCID 68775349, compound

HRID 41678Notes

Reaction equation

HRID 41678 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([CH2:13][CH3:14])=[C:10]([CH:15]3[C:23](=[O:24])[CH:22]4[CH:17]([CH:18]5[O:25][CH:21]4[CH:20]=[CH:19]5)[C:16]3=[O:26])[CH:9]=2)=[CH:4][CH:3]=1>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([CH2:13][CH3:14])=[C:10]([CH:15]3[C:23](=[O:24])[CH:22]4[CH:17]([CH:18]5[O:25][CH:21]4[CH2:20][CH2:19]5)[C:16]3=[O:26])[CH:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 685659594-[5-(4-Chloro-phenyl)-2-ethyl-thiophen-3-yl]-10-oxa-tricyclo[5.2.1.0*2,6*]dec-8-ene-3,5-dione

Product 1

HCID 68775349HCID 68775349, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4-[5-(4-chloro-phenyl)-2-ethyl-thiophen-3-yl]-10-oxa-tricyclo[5.2.1.0*2,6*]dec-8-ene-3,5-dione (180 mg, 0.47 mmol) in methanol (5 ml) is stirred under hydrogen (3 bars) for 7 hours. The reaction solution is filtered through a Celite pad and the filtrate concentrated to give 4-[5-(4-chloro-phenyl)-2-ethyl-thiophen-3-yl]-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (51 mg).

Workup

  1. filtrationThe reaction solution is filtered through a Celite pad
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-96e87588fe1e4fa6a14ce7f14eb1ae04
Source dataset
uspto-grants-2013_09
Patent number
US08530667B2

Reaction notes

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