Aluminium lithium hydride → HCID 85471426, compound

HRID 2177376Notes

Reaction equation

HRID 2177376 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:18]=[C:17]([Cl:19])[S:16][C:15]=2[CH2:20][O:21][C:22]2[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][C:30](OCC)=[O:31])=[C:24]([F:35])[C:23]=2[F:36])=[CH:10][CH:9]=1>>[Cl:19][C:17]1[S:16][C:15]([CH2:20][O:21][C:22]2[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][CH2:30][OH:31])=[C:24]([F:35])[C:23]=2[F:36])=[C:14]([C:11]2[CH:10]=[CH:9][C:8]([Cl:7])=[CH:13][CH:12]=2)[CH:18]=1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 90418246HCID 90418246, compound

Product 1

HCID 85471426HCID 85471426, compound

Procedure

The title compound was prepared according to the procedure described in Example 223 by LAH reduction of ethyl 3-(4-((3-(4-chlorophenyl)-5-chlorothiophen-2-yl)methoxy)-2,3-difluoro phenyl)propanoate to give the desired product as off-white oil. 1H NMR (300 MHz, CD3OD) δ: 7.44 (s, 4H), 7.00 (s, 1H), 6.90-6.93 (m, 1H), 6.77-6.80 (m, 1H), 5.16 (s, 2H) 3.58 (t, J=6.3 Hz, 2H), 2.70 (t, J=6.9 Hz, 2H), 1.78-1.83 (m, 2H). Mass spectrum (ESI, m/z): Calcd. for C20H16Cl2F2O2S, 393.1 (M-Cl). found 393.1.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-13984bb608704ea991eec2e336a5f266
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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