N-bromobutanimide → HCID 86596299, compound

HRID 1986526Notes

Reaction equation

HRID 1986526 reaction equation
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]2[C@H:8]3[C:17]([C@@H:18]([C:20]4[CH:27]=[CH:26][C:23]([CH:24]=[O:25])=[CH:22][CH:21]=4)[CH2:19][C@:3]12[CH3:4])=[C:16]1[C:11](=[CH:12][C:13](=[O:28])[CH2:14][CH2:15]1)[CH2:10][CH2:9]3.C1C(=O)N([Br:36])C(=O)C1>C1COCC1>[Br:36][C:12]1[C:13](=[O:28])[CH2:14][CH2:15][C:16]2[C:11]=1[CH2:10][CH2:9][C@@H:8]1[C:17]=2[C@@H:18]([C:20]2[CH:21]=[CH:22][C:23]([CH:24]=[O:25])=[CH:26][CH:27]=2)[CH2:19][C@@:3]2([CH3:4])[C@H:5]1[CH2:6][CH2:7][C@@H:2]2[OH:1]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 12095711HCID 12095711, compound

Product 1

HCID 86596299HCID 86596299, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-(17β-Hydroxy-3-oxoestra-4,9-dien-11β-yl)benzaldehyde is reacted according to Example 5 in THF with NBS to form 4-(4′-bromo-17β-hydroxy-3-oxoestra-4,9-dien-11β-yl)benzaldehyde and purified by chromatography. The purified product is incorporated directly into the oximization.

Sources & evidence

ORD record
ord-0ce5a1cad9c54a04b320d6a9413553ed
Source dataset
uspto-grants-2009_06
Patent number
US07550451B2

Reaction notes

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