Hydroxyamine hydrochloride → HCID 18996236, compound

HRID 374922Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:19]2([O:25][CH3:26])[CH2:23][CH2:22][O:21][CH:20]2[CH3:24])[CH:5]=[C:6]([S:8][C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[C:14](=O)[CH2:13][CH2:12]3)[CH:7]=1.Cl.[NH2:28][OH:29]>>[F:1][C:2]1[CH:3]=[C:4]([C:19]2([O:25][CH3:26])[CH2:23][CH2:22][O:21][CH:20]2[CH3:24])[CH:5]=[C:6]([S:8][C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)/[C:14](=[N:28]/[OH:29])/[CH2:13][CH2:12]3)[CH:7]=1

Participants

Reactant 2

HCID 443297Hydroxyamine hydrochloride

HCID 18996122HCID 18996122, compound

Product 1

HCID 18996236HCID 18996236, compoundYield 48%

Procedure

Using an analogous procedure to that described in Example 66, 5-{5-fluoro-3-[(2RS,3SR)-3-methoxy-2-methyltetrahydrofuran-3-yl]phenylthio}indan-1-one was reacted with hydroxylamine hydrochloride to give (E)-5-{5-fluoro-3-[(2RS,3SR)-3-methoxy-2-methyltetrahydrofuran-3-yl]phenylthio}indan-1-one oxime in 48% yield, m.p. 136°-137° C.

Sources & evidence

ORD record: ord-aefa865f07c248d9863eacd354cf177f
Source dataset: uspto-grants-1996_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05482966

Reaction notes

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