Diethyl Malonate → Diethyl 2-(benzyloxyhexyl)malonate

HRID 1289192Notes

Reaction equation

HRID 1289192 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]([O:24][CH2:25][CH3:26])(=[O:23])[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19]>>[CH2:25]([O:24][C:16]([CH:17]([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:23])[CH3:26]

Participants

3

Reactant 2

HCID 7761Diethyl MalonateHCID 2784764Benzyl 6-Bromohexyl Ether

Product 1

HCID 10383239Diethyl 2-(benzyloxyhexyl)malonateYield 60%

Procedure

Ethyl 2-ethoxycarbonyl-8-benzyloxyoctanoate was prepared from 6-benzyloxyhexyl bromide (3.52 g, 13 mmol) and diethyl malonate (2.29 g, 14 mmol) according to the general procedure given above. Yield 60%, bp 152°-158° C./0.15 torr. 1H-NMR: 1.24 (t, 6H), 1.2-1.9 (m, 1OH), 3.43 (t, 2H), 4.18 (q, 4H), 4.45 (s, 2H), 7.27 (m, 5H).

Sources & evidence

ORD record
ord-fbf80f8d011942d98bf46d77d8c9fd34
Source dataset
uspto-grants-1998_05
Patent number
US05747537

Reaction notes

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