Succinic anhydride → HCID 23372092, compound

HRID 1900295Notes

Reaction equation

[NH2:1][CH:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[N:5]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:4]([CH3:20])([CH3:19])[CH2:3]1.[C:21]1(=[O:27])[O:26][C:24](=[O:25])[CH2:23][CH2:22]1>>[CH2:11]([O:10][N:5]1[C:6]([CH3:8])([CH3:9])[CH2:7][CH:2]([NH:1][C:21](=[O:27])[CH2:22][CH2:23][C:24]([OH:26])=[O:25])[CH2:3][C:4]1([CH3:19])[CH3:20])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

Reactant 2

HCID 7922Succinic anhydride

HCID 233720934-Amino-N-octyloxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 23372092HCID 23372092, compoundYield 75%

Procedure

Following the general procedure of Example 9, 4-amino-1-octyloxy-2,2,6,6-tetramethylpiperidine is added to succinic anhydride over a 30-minute period. The reaction mixture is then stirred for two hours. The crude product is purified by flash chromatography on silica gel (9:1, ethyl acetate:methanol) followed by trituration with heptane to give the title compound in 75% yield as a white powder melting at 96°-103° C.

Workup

customThe crude product is purified by flash chromatography on silica gel (9:1, ethyl acetate:methanol)

Sources & evidence

ORD record: ord-ed9c81023bf4404283539ff77ad1726f
Source dataset: uspto-grants-1996_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05574162

Reaction notes

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