Sodium borohydride → HCID 67020645, compound

HRID 2377216Notes

Reaction equation

HRID 2377216 reaction equation
[O:1]=[C:2]([C:14]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=2)[C:21]2[C:20]([CH3:32])([CH3:31])[CH2:19][CH2:18][C:17]([CH3:34])([CH3:33])[C:16]=2[CH:15]=1)/[CH:3]=[CH:4]/[C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1.O.O.O.O.O.O.O.[Cl-].[Ce+3].[Cl-].[Cl-].[BH4-].[Na+]>>[OH:1][CH:2]([C:14]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=2)[C:21]2[C:20]([CH3:32])([CH3:31])[CH2:19][CH2:18][C:17]([CH3:34])([CH3:33])[C:16]=2[CH:15]=1)/[CH:3]=[CH:4]/[C:5]1[CH:6]=[CH:7][C:8]([C:9]([OH:11])=[O:10])=[CH:12][CH:13]=1

Participants

4

Reactant 3

HCID 4311764Sodium borohydrideHCID 12084827HCID 12084827, compoundHCID 21585214Cerium trichloride heptahydrate

Product 1

HCID 67020645HCID 67020645, compoundYield 50%

Procedure

In a manner similar to that of Example 4a, by reacting 400 mg (0.88 mmol) of 4-[(E)-3-oxo-3-(5,5,8,8-tetramethyl-4-p-tolyl-5,6,7,8-tetrahydro-2-naphthyl)propenyl]benzoic acid (Example 23) with 428 mg of cerium chloride heptahydrate and 40 mg of sodium borohydride. The desired product is obtained in the form of a white solid (m=200 mg; yield=50%; m.p.=179° C.).

Sources & evidence

ORD record
ord-e9e15172f4fe4a598e8cd4b141dd2569
Source dataset
uspto-grants-2008_12
Patent number
US07468457B2

Reaction notes

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