Ethyl 4-iodobenzoate → (R)-4-(2-oxo-4-propyloxazolidin-3-yl)benzoic acid

Reaction equation

I[C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=[O:7])=[CH:4][CH:3]=1.[CH2:13]([C@@H:16]1[CH2:20][O:19][C:18](=[O:21])[NH:17]1)[CH2:14][CH3:15]>>[CH2:13]([C@@H:16]1[CH2:20][O:19][C:18](=[O:21])[N:17]1[C:2]1[CH:3]=[CH:4][C:5]([C:6]([OH:8])=[O:7])=[CH:11][CH:12]=1)[CH2:14][CH3:15]

Participants

Reactant 2

HCID 142891Ethyl 4-iodobenzoate

HCID 2734859(4R)-4-Propyl-2-oxazolidinone

Product 1

HCID 58484846(R)-4-(2-oxo-4-propyloxazolidin-3-yl)benzoic acid

Procedure

By reaction and treatment in the same manner as in Preparation Example 18 and using ethyl 4-iodobenzoate (3.2 mL) and (R)-4-propyloxazolidin-2-one (2.5 g) described in Preparation Example 29, the title compound (5.7 g) was obtained.

Workup

customBy reaction and treatment in the same manner
customas in Preparation Example 18
customdescribed in Preparation Example 29

Sources & evidence

ORD record: ord-846ed9f5f6aa4559b318bb374851e081
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08354401B2

Reaction notes

Loading…