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2-Pyrrolidone → 1-Heptylpyrrolidin-2-one

HRID 1649060
Notes
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Reaction equation

HRID 1649060 reaction equation
[H-].[Na+].[NH:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[O:8].Br[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>C1(C)C=CC=CC=1>[CH2:10]([N:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[O:8])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 120252-PyrrolidoneHCID 123691-BromoheptaneHCID 24758Sodium hydride

Product 1

HCID 122836601-Heptylpyrrolidin-2-oneYield 31%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Following example 1, on refluxing 13 g of 50% oil dispersion of sodium hydride (6.5 g NaH, 0.271 M), 20.35 g (0.239 M) of azacyclopentan-2-one and 47.28 g (0.264 M) of 1-bromoheptane in dry toluene for 21 hours was obtained 13.6 g (31%) of colorless oil; boiling point 115°-120°/0.6 mm.

Sources & evidence

ORD record
ord-d947135537f043df8fd1c663f23b12b1
Source dataset
uspto-grants-1983_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04415563

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes