Sodium borohydride → HCID 11213204, compound

HRID 730977Notes

Reaction equation

[CH3:1][C:2]([CH3:32])([CH3:31])[C:3](=[O:30])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:17]2[CH:28]=[CH:27][C:20]3[S:21][C:22]([C:24]([OH:26])=[O:25])=[CH:23][C:19]=3[CH:18]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:29].[BH4-].[Na+]>>[CH2:13]([C:12]([C:17]1[CH:28]=[CH:27][C:20]2[S:21][C:22]([C:24]([OH:26])=[O:25])=[CH:23][C:19]=2[CH:18]=1)([C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH:3]([OH:30])[C:2]([CH3:31])([CH3:32])[CH3:1])=[C:7]([CH3:29])[CH:8]=1)[CH2:15][CH3:16])[CH3:14]

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 11374405HCID 11374405, compound

Product 1

HCID 11213204HCID 11213204, compoundYield 86%

Procedure

5-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzo[b]thiophene-2-carboxylic acid (0.280 g, 0.619 mmol) is reduced using NaBH4 (14 mg, 0.376 mmol) analogous to Example 2 to afford the title compound (0.241 g, 86%).

Sources & evidence

ORD record: ord-a6b7f1833cde422bb48b7f72db89ee99
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07582775B2

Reaction notes

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