tert-butyl (2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-1-yl)acetate → (2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-1-yl)acetic acid

HRID 1375355Notes

Reaction equation

HRID 1375355 reaction equation
[O:1]=[C:2]1[N:8]([CH2:9][C:10]([O:12]C(C)(C)C)=[O:11])[C:7]2[CH:17]=[CH:18][CH:19]=[CH:20][C:6]=2[N:5]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:4](=[O:27])[CH2:3]1>Cl.O1CCOCC1>[O:1]=[C:2]1[N:8]([CH2:9][C:10]([OH:12])=[O:11])[C:7]2[CH:17]=[CH:18][CH:19]=[CH:20][C:6]=2[N:5]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:4](=[O:27])[CH2:3]1

Participants

4

Reactant 1

HCID 86602389tert-butyl (2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-1-yl)acetate

Product 1

HCID 69427552(2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-1-yl)acetic acidYield 97%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-butyl (2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-1-yl)acetate (9.5 g, 25.9 mM) was dissolved in 200 ml of 4N HCl in dioxane and stirred overnight. Solvent was evaporated under reduced pressure providing 7.8 g of product.

Workup

  1. customSolvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-abdc1da2a80949fdb608c4367f03f9ba
Source dataset
uspto-grants-2007_01
Patent number
US07169773B2

Reaction notes

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