Benzyl Bromide → (S)-benzyl 4-benzyl-2,2-dimethyl-5-oxomorpholine-3-carboxylate

HRID 524615Notes

Reaction equation

HRID 524615 reaction equation
[CH2:1]([N:8]1[C:13](=[O:14])[CH2:12][O:11][C:10]([CH3:16])([CH3:15])[C@H:9]1[C:17]([OH:19])=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:1]([N:8]1[C:13](=[O:14])[CH2:12][O:11][C:10]([CH3:16])([CH3:15])[C@H:9]1[C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 90042977(S)-4-benzyl-2,2-dimethyl-5-oxomorpholine-3-carboxylic acid

Product 1

HCID 118118261(S)-benzyl 4-benzyl-2,2-dimethyl-5-oxomorpholine-3-carboxylateYield 54%

Procedure

(S)-4-benzyl-2,2-dimethyl-5-oxomorpholine-3-carboxylic acid (11.2 g, 42.5 mmol) was reacted with benzyl bromide (8.72 g, 51 mmol) according to the procedure as described in Example 34, Step A to give the title compound as a white solid (8.11 g, 54%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-a9d730edb01344c6aecdd428ae4aad0e
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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