Water → HCID 59687910, compound

HRID 1425664Notes

Reaction equation

HRID 1425664 reaction equation
O=C1CCC(=O)N1O[C:9](=[O:31])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25].NC[C:34]1[CH:42]=[CH:41][CH:40]=[CH:39][C:35]=1[C:36]([OH:38])=[O:37].O.[CH3:44][N:45]1C(=O)CCC1>>[C:27]([O:26][C:24]([CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:9]([NH:45][CH2:44][C:41]1[CH:42]=[CH:34][C:35]([C:36]([OH:38])=[O:37])=[CH:39][CH:40]=1)=[O:31])=[O:25])([CH3:28])([CH3:29])[CH3:30]

Participants

5

Reactant 4

HCID 962WaterHCID 13387N-methyl-2-pyrrolidoneHCID 2779422-Aminomethylbenzoic acidHCID 595628071-tert-Butyl 16-(2,5-dioxopyrrolidin-1-yl) hexadecanedioate

Product 1

HCID 59687910HCID 59687910, compound

Procedure

Hexadecanedioic acid tert-butyl ester 2,5-dioxo-pyrrolidin-1-yl ester (370 mg, 0.842 mmol) was dissolved in NMP (8 mL), 4 aminomethyl benzoic acid (127.2 mg, 0.842 mmol) was added, the mixture was stirred at room temperature overnight, followed by heating at for 2 hours at 50 degrees celcius. After cooling to room temperature the mixture was poured into water. Product isolated by filtration dried and used for the next step without any further purification.

Workup

  1. temperatureby heating at for 2 hours at 50 degrees celcius
  2. temperatureAfter cooling to room temperature the mixture
  3. customProduct isolated by filtration
  4. customdried
  5. customused for the next step without any further purification

Sources & evidence

ORD record
ord-6db4a91e9a9945a5ba5a3daf9a285daa
Source dataset
uspto-grants-2015_01
Patent number
US08933021B2

Reaction notes

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