Aluminium lithium hydride → HCID 85471429, compound

HRID 2177382Notes

Reaction equation

[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[S:16][C:17]([CH3:41])=[C:18]([C:37]([F:40])([F:39])[F:38])[C:19]=2[CH2:20][O:21][C:22]2[C:27]([F:28])=[CH:26][C:25]([CH2:29][CH2:30][C:31](OCC)=[O:32])=[CH:24][C:23]=2[F:36])=[CH:11][CH:10]=1)[CH3:8]>>[CH2:7]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[S:16][C:17]([CH3:41])=[C:18]([C:37]([F:38])([F:40])[F:39])[C:19]=2[CH2:20][O:21][C:22]2[C:27]([F:28])=[CH:26][C:25]([CH2:29][CH2:30][CH2:31][OH:32])=[CH:24][C:23]=2[F:36])=[CH:11][CH:10]=1)[CH3:8]

Participants

Reactant 2

HCID 21226445Aluminium lithium hydride

HCID 90418143HCID 90418143, compound

Product 1

HCID 85471429HCID 85471429, compound

Procedure

The title compound was prepared according to the procedure described in Example 223 by LAH reduction of ethyl 3-(4-[[2-(4-ethylphenyl)-5-methyl-4-(trifluoromethyl)thiophen-3-yl]methoxy]-3,5-difluorophenyl)propanoate to give the desired product as off-white oil. 1H NMR (300 MHz, CDCl3) δ: 7.47 (d, J=8.1 Hz, 2H), 7.24 (s, 2H), 6.74 (d, J=9.3 Hz, 2H), 5.02 (s, 2H), 3.66-3.72 (m, 2H), 2.68-2.74 (m, 2H), 2.60 (s, 3H), 1.81-1.88 (m, 2H), 1.27 (t, J=3.9 Hz, 3H). Mass spectrum (ESI, m/z): Calcd. for C24H23F5O2S, 283.1 [M-C9H9F2O2]. found 283.1.

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-c4e731e5b88b41baa0280b6026ef2ddd
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067898B1

Reaction notes

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