HCID 73855559, compound → HCID 72395072, compound

HRID 2214586Notes

Reaction equation

HRID 2214586 reaction equation
C[C:2]1(C)[O:6][C:5](=[CH:7][C:8]([N:10]([O:19][CH3:20])[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[O:9])[C:4](=[O:21])[O:3]1>CO>[CH3:2][O:3][C:4](=[O:21])[C:5]([OH:6])=[CH:7][C:8](=[O:9])[N:10]([O:19][CH3:20])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:18]

Participants

3

Reactant 1

HCID 73855559HCID 73855559, compound

Product 1

HCID 72395072HCID 72395072, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(2,2-Dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-N-methoxy-N-(2-methylbenzyl)-acetamide was treated with methanol as described in the preparation of Compound 44-D and gave the title ester as white crystals (61% yield); mp 80–82° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 2.39 (3H, s, CH3), 3.62 (3H, s, OCH3), 3.92 (3H, s, OCH3), 4.89 (2H, s, NCH2), 6.5 (1H, s, CH), 7.22–7.28 (4H, m, aromatics), 13.5 (1H, broad s, OH). Anal. calcd for C14H17NO5: C, 60.20; H, 6.13; N, 5.01. Found: C, 60.07; H, 5.88; N, 4.84.

Workup

  1. customas described in the preparation of Compound 44-D

Sources & evidence

ORD record
ord-9db3dd66e50e412491cb701932410796
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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