Sodium borohydride → HCID 178447137, compound

HRID 1937273Notes

Reaction equation

HRID 1937273 reaction equation
[CH2:1]([O:6][C:7](=[O:22])[C:8]1[CH:13]=[C:12]([CH:14]2[CH2:19][CH2:18][C:17](=[O:20])[CH2:16][CH2:15]2)[CH:11]=[CH:10][C:9]=1[OH:21])[CH2:2][CH2:3][CH2:4][CH3:5].[BH4-].[Na+]>>[CH2:1]([O:6][C:7](=[O:22])[C:8]1[CH:13]=[C:12]([C@H:14]2[CH2:15][CH2:16][C@H:17]([OH:20])[CH2:18][CH2:19]2)[CH:11]=[CH:10][C:9]=1[OH:21])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 21337830HCID 21337830, compound

Product 1

HCID 178447137HCID 178447137, compound

Procedure

In an analogous fashion to Example 1b the product was prepared using 6.13 g (20 mmols) of 2-hydroxy-5-(4-oxocyclohexyl)benzoic acid pentyl ester and 0.76 g (200 mmols) NaBH4. Recrystallisation from isopropanol gave the 2-hydroxy-5-(trans-4-hydroxycyclohexyl)benzoic acid pentyl ester product.

Workup

  1. customIn an analogous fashion to Example 1b the product was prepared
  2. customRecrystallisation from isopropanol

Sources & evidence

ORD record
ord-a12f397c02154a8692206240da2852f3
Source dataset
uspto-grants-2002_05
Patent number
US06395351B1

Reaction notes

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