Methanol → HCID 66961114, compound

HRID 68947Notes

Reaction equation

HRID 68947 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-c38fd1eb5f8d4e32b510d292a5f34e03
Source dataset
uspto-grants-2014_09
Patent number
US08822453B2

Reaction notes

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