Water → HCID 15287832, compound

HRID 53240Notes

Reaction equation

HRID 53240 reaction equation
ClC1C=C(C=CC=1)C(OO)=[O:6].[CH3:12][C:13]1[CH2:18][CH2:17][CH2:16][C:15]([CH3:20])([CH3:19])[C:14]=1/[CH:21]=[CH:22]/[C:23]#[C:24]C1C=NC=C(C=1)C(OCC)=O.Cl[C:37]1([CH:47]=[CH:46][CH:45]=[N:44][CH2:43]1)[C:38]([O:40][CH2:41][CH3:42])=[O:39].O>C(OCC)C>[O:6]1[C:13]2([CH3:12])[CH2:18][CH2:17][CH2:16][C:15]([CH3:20])([CH3:19])[C:14]12/[CH:21]=[CH:22]/[C:23]#[C:24][C:45]1[CH:46]=[CH:47][C:37]([C:38]([O:40][CH2:41][CH3:42])=[O:39])=[CH:43][N:44]=1

Participants

6

Reactant 4

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 19962209ethyl 5-[(3E)-4-(2,6,6-trimethyl-1-cyclohexenyl)but-3-en-1-ynyl)nicotinateHCID 19962210Ethyl 3-chloronicotinate

Product 1

HCID 15287832HCID 15287832, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

0.106 g (0.310 mmol) of 50% meta-chloroperoxybenzoic acid (MCPBA) was added to a solution of 0.1 g (0.310 mmol) of ethyl 5-[(3E)-4-(2,6,6-trimethyl-1-cyclohexenyl)but-3-en-1-ynyl)nicotinate (used as a mixture with 0.6 g (0.310 mmol) of ethyl 3-chloronicotinate), in 10 mL of anhydrous diethyl ether under argon was stirred at ambient temperature for 18 hours. The solution was treated with 10 mL of water and extracted with 3×50 mL ether.

Workup

  1. extractionextracted with 3×50 mL ether

Sources & evidence

ORD record
ord-376d72dc83164375b08a72d01aa6d0d2
Source dataset
uspto-grants-1997_04
Patent number
US05618836

Reaction notes

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