Diethyl Ether → HCID 178525427, compound

HRID 330557Notes

Reaction equation

HRID 330557 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:4][CH:3]=1.CCOCC>C(O)C>[OH:1][C@H:2]1[CH2:3][CH2:4][C@H:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 148220177-(4-Hydroxyphenyl)heptanoic acid

Product 1

HCID 178525427HCID 178525427, compoundYield 34.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7-(4-Hydroxyphenyl)heptanoic acid (20 g) is subjected to similar catalytic reduction as Reference Example 5 in 80% ethanol. Ether is added to the crude product to give crystals. Recrystallization from ethanol-water and then from i-propanol-ether give trans-7-(4-hydroxycyclohexyl)heptanoic acid (7 g) as colorless needles, m.p. 123°-128° C.

Workup

  1. customto give crystals
  2. customRecrystallization from ethanol-water

Sources & evidence

ORD record
ord-e064c7174bbe4c58a531eb28c1542710
Source dataset
uspto-grants-1990_01
Patent number
US04897420

Reaction notes

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