Aluminium lithium hydride → HCID 85471561, compound

HRID 2177372Notes

Reaction equation

[H-].[H-].[H-].[H-].[Li+].[Al+3].[O:7]1[C:11]2[CH:12]=[CH:13][C:14]([C:16]3[C:17]([CH2:25][O:26][C:27]4[C:32]([F:33])=[CH:31][C:30]([CH2:34][CH2:35][C:36](OCC)=[O:37])=[CH:29][C:28]=4[F:41])=[C:18]([C:21]([F:24])([F:23])[F:22])[S:19][CH:20]=3)=[CH:15][C:10]=2[O:9][CH2:8]1>>[O:7]1[C:11]2[CH:12]=[CH:13][C:14]([C:16]3[C:17]([CH2:25][O:26][C:27]4[C:32]([F:33])=[CH:31][C:30]([CH2:34][CH2:35][CH2:36][OH:37])=[CH:29][C:28]=4[F:41])=[C:18]([C:21]([F:24])([F:22])[F:23])[S:19][CH:20]=3)=[CH:15][C:10]=2[O:9][CH2:8]1

Participants

Reactant 2

HCID 21226445Aluminium lithium hydride

HCID 90418360HCID 90418360, compound

Product 1

HCID 85471561HCID 85471561, compound

Procedure

The title compound was prepared according to the procedure described in Example 223 by LAH reduction of ethyl 3-(4-((4-(benzo[d][1,3]dioxol-5-yl)-2-(trifluoromethyl)thiophen-3-yl) methoxy)-3,5-difluorophenyl)propanoate to give the desired product as off-white oil. 1H NMR (400 MHz, CDCl3) δ 7.35 (s, 1H), 7.08 (s, 1H), 7.02 (d, J=8.1 Hz, 1H), 6.87 (d, J=8.1 Hz, 1H), 6.75 (d, J=8.5 Hz, 2H), 6.02 9s, 2H), 5.11 (s, 2H), 3.67 (d, J=7.5 Hz, 2H), 2.66 (t, J=8.0 Hz, 2H), 1.86 (m, 2H), 1.55 (br, s, 1H).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-91aeb612ae6e4146a8c38f4879f49095
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067898B1

Reaction notes

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