4,6-difluoro-2,3-dihydro-1H-inden-1-one → Ethyl 2-(4-fluoro-1-hydroxy-1-indanyl)acetate

HRID 362832Notes

Reaction equation

HRID 362832 reaction equation
[F:1][C:2]1[CH:10]=[C:9](F)[CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[OH:12].FC1C=C(F)C=C2C=1CCC2=O>>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[OH:12]

Participants

3

Reactant 2

HCID 109539204,6-difluoro-2,3-dihydro-1H-inden-1-oneHCID 11780116Ethyl 2-(4,6-difluoro-1-hydroxy-1-indanyl)acetate

Product 1

HCID 23293606Ethyl 2-(4-fluoro-1-hydroxy-1-indanyl)acetateYield 78%

Procedure

This compound was prepared in an analogous manner to that described in Example 5c for ethyl 2-(4,6-difluoro-1-hydroxy-1-indanyl)acetate substituting 4-fluoro-1-indanone (15.53 g, 0.103 mol) for 4,6-difluoro-1-indanone. Chromatography on silica gel with ethyl acetate:hexanes (19:1) as eluent gave 19.11 g (78%) of ethyl 2-(4-fluoro-1-hydroxy-1-indanyl)acetate which was used without further purification.

Workup

  1. customThis compound was prepared in an analogous manner to that

Sources & evidence

ORD record
ord-461a8f28352a4529807db50e1c70ab6f
Source dataset
uspto-grants-1999_02
Patent number
US05872118

Reaction notes

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