HCID 69585793, compound → HCID 21936658, compound

HRID 1242077Notes

Reaction equation

HRID 1242077 reaction equation
C(OC([N:8]1[CH2:17][CH2:16][C:11]2([O:15][CH2:14][CH2:13][O:12]2)[CH2:10][CH:9]1[CH2:18][N:19]1[C:27](=[O:28])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]1=[O:29])=O)(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[O:12]1[C:11]2([CH2:16][CH2:17][NH:8][CH:9]([CH2:18][N:19]3[C:20](=[O:29])[C:21]4[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:27]3=[O:28])[CH2:10]2)[O:15][CH2:14][CH2:13]1

Participants

3

Reactant 1

HCID 69585793HCID 69585793, compound

Product 1

HCID 21936658HCID 21936658, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

7-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-1,4-dioxa-8-aza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester (1.55 g, 3.85 mmol) was cooled in an ice bath and then dissolved in a solution of 20% trifluoroacetic acid/dichloromethane (15 ml). The reaction was stirred and allowed to slowly warm to ambient temperature during 3 hours. The solution was concentrated in vacuo to give crude 2-(1,4-dioxa-8-aza-spiro[4.5]dec-7-ylmethyl)-isoindole-1,3-dione which was used directly in the following step (assumed 100% yield).

Workup

  1. concentrationThe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-c2b2fa41d0b04b2fa61de26880e1ff30
Source dataset
uspto-grants-2006_10
Patent number
US07115624B1

Reaction notes

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