tetrahydrofuran N-(13-benzyloxycarbonyltridecanoyloxy)succinimide → HCID 9928580, compound

HRID 36391Notes

Reaction equation

HRID 36391 reaction equation
C([O:8][C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][N:26]1[C:30](=[O:31])[CH2:29][CH2:28][C:27]1=[O:32])=[O:24])=[O:10])C1C=CC=CC=1.O1CCCC1>[C].[Pd]>[C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][N:26]1[C:30](=[O:31])[CH2:29][CH2:28][C:27]1=[O:32])=[O:24])([OH:10])=[O:8]

Participants

3

Reactant 1

HCID 21832384tetrahydrofuran N-(13-benzyloxycarbonyltridecanoyloxy)succinimide

Product 1

HCID 9928580HCID 9928580, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

In 15 ml of tetrahydrofuran N-(13-benzyloxycarbonyltridecanoyloxy)succinimide (2.28 g, 5.12 mmoles) was dissolved. To the obtained solution, were added 228 mg of 10% palladium carbon and the mixture was stirred for 15 hours under an atmosphere of hydrogen. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was recrystallized from ethanol, to give N-(13-carboxytridecanoyloxy)succinimide (1.71 mg, 94%) having the following properties.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-d0272ec0bd3a4822a08e2a60070ec05f
Source dataset
uspto-grants-1995_05
Patent number
US05414089

Reaction notes

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