Tetrahydrofuran → 1-(4-Bromo-3-hydroxythiophen-2-yl)-3-morpholinopropane-1,3-dione

Reaction equation

[Br:18][c:19]1[c:20]([OH:28])[c:21]([C:24](=[O:25])[O:26][CH3:27])[s:22][cH:23]1.[C:9]([CH3:10])(=[O:11])[N:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1.[CH:1]([N-:2][CH:3]([CH3:4])[CH3:5])([CH3:6])[CH3:7].[Li+:8].[O:29]1[CH2:30][CH2:31][CH2:32][CH2:33]1>>[C:9]([CH2:10][C:24]([c:21]1[c:20]([OH:28])[c:19]([Br:18])[cH:23][s:22]1)=[O:25])(=[O:11])[N:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1

Participants

Reactant 5

HCID 8028Tetrahydrofuran

HCID 155434-Acetylmorpholine

HCID 28486Lithium Cation

HCID 2777611Methyl 4-bromo-3-hydroxythiophene-2-carboxylate

HCID 5062348Diisopropylamide

Product 1

HCID 596099711-(4-Bromo-3-hydroxythiophen-2-yl)-3-morpholinopropane-1,3-dione

Sources & evidence

ORD record: ord-01e0df87818d4481b93c32ac3848cb0b
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (6/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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