Sodium borohydride → HCID 57835413, compound

HRID 730994Notes

Reaction equation

HRID 730994 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[CH:12]=[C:11]([C:13]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])=[C:20]([CH3:32])[CH:19]=3)([CH2:16][CH3:17])[CH2:14][CH3:15])[S:10][C:9]=2[CH:33]=1)=[O:4].[BH4-].[Na+]>C1COCC1>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[CH:12]=[C:11]([C:13]([CH2:14][CH3:15])([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH:26]([OH:31])[C:27]([CH3:29])([CH3:30])[CH3:28])=[C:20]([CH3:32])[CH:19]=3)[CH2:16][CH3:17])[S:10][C:9]=2[CH:33]=1)=[O:4]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 57835421HCID 57835421, compound

Product 1

HCID 57835413HCID 57835413, compoundYield 86.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzo[b]thiophene-6-carboxylic acid methyl ester (4.50 g, 9.64 mmol) in THF (100 mL) is reacted with NaBH4 (0.37 g, 9.64 mmol) analogous to Example 2 to obtain the title compound (3.90 g, 86%).

Sources & evidence

ORD record
ord-6cb0327b6c5347689f2265ca94e2db1d
Source dataset
uspto-grants-2009_09
Patent number
US07582775B2

Reaction notes

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