Methanol → HCID 66961114, compound

HRID 1504119Notes

Reaction equation

HRID 1504119 reaction equation
[OH-].[Na+].CO.C([O:7][C:8](=[O:29])[CH2:9][CH2:10][C:11]1[CH:28]=[CH:27][C:14]2[N:15]([CH2:25][CH3:26])[C:16](=[O:24])[C:17]([CH3:23])([CH3:22])[C:18](=[O:21])[N:19]([CH3:20])[C:13]=2[CH:12]=1)C>O>[CH2:25]([N:15]1[C:16](=[O:24])[C:17]([CH3:23])([CH3:22])[C:18](=[O:21])[N:19]([CH3:20])[C:13]2[CH:12]=[C:11]([CH2:10][CH2:9][C:8]([OH:29])=[O:7])[CH:28]=[CH:27][C:14]1=2)[CH3:26]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 669611763-(1-ethyl 3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-yl) propionic acid ethyl ester

Product 1

HCID 66961114HCID 66961114, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

50% Sodium hydroxide aqueous solution(1 ml) was added to a methanol (20 ml) solution of 3-(1-ethyl 3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-yl) propionic acid ethyl ester(1.1 g). The mixture was stirred at room temperature overnight. Water was added to the reaction liquid, followed by washing with ether. A hydrochloric acid was added to the aqueous layer, followed by extraction using ethyl acetate and drying using magnesium sulfate. The dried product was condensed under reduced pressure to give the title compound(0.97 g) as a colorless oily matter.

Workup

  1. washby washing with ether
  2. additionA hydrochloric acid was added to the aqueous layer
  3. extractionfollowed by extraction
  4. customdrying
  5. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-421e8800fea24f29832dec902b90a28f
Source dataset
uspto-grants-2015_12
Patent number
US09212187B2

Reaction notes

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