Sodium borohydride → HCID 11305195, compound

HRID 2106488Notes

Reaction equation

HRID 2106488 reaction equation
C[O:2][C:3]([C:5]1[CH:33]=[CH:32][C:8]2[CH:9]=[C:10]([C:12]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25](=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27])=[C:19]([CH3:31])[CH:18]=3)([CH2:15][CH3:16])[CH2:13][CH3:14])[O:11][C:7]=2[CH:6]=1)=[O:4].[BH4-].[Na+]>C1COCC1>[CH2:13]([C:12]([C:10]1[O:11][C:7]2[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:33]=[CH:32][C:8]=2[CH:9]=1)([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH:25]([OH:30])[C:26]([CH3:28])([CH3:29])[CH3:27])=[C:19]([CH3:31])[CH:18]=1)[CH2:15][CH3:16])[CH3:14]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 57810591HCID 57810591, compound

Product 1

HCID 11305195HCID 11305195, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-benzofuran-6-carboxylic acid methyl ester (0.88 g, 1.95 mmol) in THF (40 mL) is reacted with NaBH4 (0.148 g, 3.91 mmol) analogous to Example 22 to obtain the title compound (0.78 g, 89%).

Sources & evidence

ORD record
ord-26c818f5f3ee406e8c867c49c3f46528
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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