2-Cyclopenten-1-one → (3R)-3-[4-(Benzyloxy)phenyl]cyclopentanone

HRID 2276840Notes

Reaction equation

HRID 2276840 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11](OB(O)O)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19]1(=[O:24])[CH2:23][CH2:22][CH:21]=[CH:20]1>>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C@@H:21]2[CH2:22][CH2:23][C:19](=[O:24])[CH2:20]2)=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 135882-Cyclopenten-1-oneHCID 230941703-Benzyloxyphenylboric acid

Product 1

HCID 67296394(3R)-3-[4-(Benzyloxy)phenyl]cyclopentanoneYield 104.5%

Procedure

3-Benzyloxyphenylboric acid (15.0 g, 66 mmol) and cyclopentenone (2.5 mL, 30 mmol) were used and treated in a similar manner to (Step 1) of (Example 3) to give the title compound (8.35 g).

Workup

  1. additiontreated in a similar manner to (Step 1) of (Example 3)

Sources & evidence

ORD record
ord-e2d8a3b6fd52418a805d9db1dbaa3789
Source dataset
uspto-grants-2015_09
Patent number
US09133140B2

Reaction notes

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