Sodium borohydride → 2-Ethoxy-3-{3-[3-(4-methylsulfonyloxyphenyl)propoxy]phenyl}propanol

HRID 987118Notes

Reaction equation

HRID 987118 reaction equation
[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH2:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][S:28]([CH3:31])(=[O:30])=[O:29])=[CH:23][CH:22]=2)[CH:12]=1)[C:5](OCC)=[O:6])[CH3:2].[BH4-].[Na+]>>[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH2:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][S:28]([CH3:31])(=[O:29])=[O:30])=[CH:23][CH:22]=2)[CH:12]=1)[CH2:5][OH:6])[CH3:2]

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 22988419Ethyl 2-ethoxy-3-{3-[3-(4-methylsulfonyloxyphenyl)propoxy]phenyl}propanoate

Product 1

HCID 229884352-Ethoxy-3-{3-[3-(4-methylsulfonyloxyphenyl)propoxy]phenyl}propanolYield 99%

Procedure

The compound was synthesised in an analogous method to Example 1 using ethyl 2-ethoxy-3-{3-[3-(4-methylsulfonyloxyphenyl)propoxy]phenyl}propanoate (0.642 g, 1.42 mmol) and sodium borohydride (93.26 mg, 2.47 mmol). The reaction was quenched after 28 hours to give 0.574 g (yield 99%) of the desired product.

Workup

  1. customThe reaction was quenched after 28 hours

Sources & evidence

ORD record
ord-85ddad4f97e44a0a95735f7385907e8f
Source dataset
uspto-grants-2003_10
Patent number
US06630509B2

Reaction notes

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