Water → HCID 57698624, compound

HRID 1804546Notes

Reaction equation

HRID 1804546 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([NH:16][C:17](=[O:22])[O:18][CH2:19][CH2:20]Cl)[CH:13]=[CH:14][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CC(C)([O-])C.[K+].O>O1CCCC1>[O:22]=[C:17]1[N:16]([C:12]2[CH:11]=[C:10]([CH:15]=[CH:14][CH:13]=2)[CH2:9][NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:20][CH2:19][O:18]1

Participants

5

Reactant 3

HCID 962WaterHCID 23665647Potassium tert-butoxideHCID 57698618HCID 57698618, compound

Product 1

HCID 57698624HCID 57698624, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.20 g (3.65 mmol) 2-chloro-ethyl [3-(tert-butoxycarbonylamino-methyl)-phenyl]-carbamate and 0.850 g (7.58 mmol) potassium tert.butoxide are placed at 0° C. in 30 ml of tetrahydrofuran and the mixture is stirred for 3 hours at ambient temperature. Then the reaction mixture is added to water and extracted with dichloromethane. The organic phase is dried and evaporated to dryness. The residue is purified by chromatography.

Workup

  1. extractionextracted with dichloromethane
  2. customThe organic phase is dried
  3. customevaporated to dryness
  4. customThe residue is purified by chromatography

Sources & evidence

ORD record
ord-20eaf5ef5883475ca85bc90d7be04b12
Source dataset
uspto-grants-2013_01
Patent number
US08354418B2

Reaction notes

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