Acrylonitrile → gamma-Propyl-delta-1-pentenyl-delta-valerolactone

HRID 1577477

Reaction equation

HRID 1577477 reaction equation
[CH2:1]([C:4](=[CH:7][CH2:8]CCC)C=O)[CH2:2]C.C(#N)C=C.C(CCC(CCC)(C=CCCC)C=O)#N.C([C:34]1([CH:41]=[CH:42][CH2:43]CC)[CH2:40][O:39][C:37](=[O:38])[CH2:36][CH2:35]1)CC>>[CH2:41]([CH:34]1[CH:40]([CH:2]=[CH:1][CH2:4][CH2:7][CH3:8])[O:39][C:37](=[O:38])[CH2:36][CH2:35]1)[CH2:42][CH3:43]

Participants

5

Reactant 4

HCID 7855AcrylonitrileHCID 1187452-Propylhept-2-enalHCID 538278832-(beta-Cyanoethyl)-2-propyl-3-heptenalHCID 53948295gamma-Propyl-gamma1-pentenyl-delta-valerolactone

Product 1

HCID 54324123gamma-Propyl-delta-1-pentenyl-delta-valerolactone

Procedure

γ-Propyl-δ-1-pentenyl-δ-valerolactone was prepared from 2-propyl-2-heptenal and acrylonitrile analogous to Example 1. Yield of 2-(beta-cyanoethyl)-2-propyl-3-heptenal 38%, boiling at 118°-120° C. at 0.6 mm.; nD20 1.4640. Yield of γ-propyl-γ1-pentenyl-δ-valerolactone from this intermediate 40%, boiling at 107°-110° C. at 0.4 mm.; nD20 1.4749.

Sources & evidence

ORD record
ord-011625f758c84a1ba4476561561bf24e
Source dataset
uspto-grants-1981_09
Patent number
US04288350

Linked notes

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