3-Fluorophenol → (S)-tert-butyl 3-(3-fluorophenoxy)pyrrolidine-1-carboxylate

HRID 72420Notes

Reaction equation

HRID 72420 reaction equation
[OH:1][C@@H:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:3]1.[F:14][C:15]1[CH:16]=[C:17](O)[CH:18]=[CH:19][CH:20]=1>>[F:14][C:15]1[CH:20]=[C:19]([CH:18]=[CH:17][CH:16]=1)[O:1][C@H:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:3]1

Participants

3

Reactant 2

HCID 97433-FluorophenolHCID 6544479tert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 67958745(S)-tert-butyl 3-(3-fluorophenoxy)pyrrolidine-1-carboxylateYield 98.1%

Procedure

The title compound (D46) (294.6 mg) was prepared according to the experimental procedure described in Description 40 starting from (R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate (200 mg, 1.068 mmol, available at Aldrich#532169) and 3-Fluorophenol (0.096 ml, 1.068 mmol).

Sources & evidence

ORD record
ord-e71136b902904846aae480ce70cb3576
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Reaction notes

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