Diethyl (ethoxymethylene)malonate → HCID 131714974, compound

HRID 1731810Notes

Reaction equation

HRID 1731810 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=2[F:23])[NH2:19])=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(O[CH:27]=[C:28]([C:34]([O:36][CH2:37][CH3:38])=[O:35])[C:29]([O:31][CH2:32][CH3:33])=[O:30])C>>[Si:1]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=2[F:23])[NH:19][CH:27]=[C:28]([C:29]([O:31][CH2:32][CH3:33])=[O:30])[C:34]([O:36][CH2:37][CH3:38])=[O:35])=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 20227245HCID 20227245, compound

Product 1

HCID 131714974HCID 131714974, compoundYield 60%

Procedure

5.12 g (60% yield) was prepared by the method of Example 19G from 5.5 g 3-(4-t-butyldimethylsilyloxymethylphenyl)-4-fluoroaniline and 3.5 ml diethyl ethoxymethylenemalonate. A pale yellow-green oil was obtained. NMR (CDCl3, 250 MHz): 8.5 (d, 1H, J=12 Hz), 7.5 (ABq, 4H), 7.2 (m, 3H), 4.8 (s, 2H), 4.25 (m, 4H), 1.35 (m, 6H), 1.0 (s, 9H), 0.1 (s, 6H).

Workup

  1. customA pale yellow-green oil was obtained

Sources & evidence

ORD record
ord-813fd2252bfe46df87a584de4539ba94
Source dataset
uspto-grants-1986_11
Patent number
US04623650

Reaction notes

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