Borane;tetrahydrofuran → 1106938-11-7

HRID 2407247Notes

Reaction equation

HRID 2407247 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[C:11]([N:13]1[CH2:18][CH2:17][CH2:16][C@H:15]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([OH:25])[CH:20]=2)[CH2:14]1)=O.B.C1COCC1>>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[CH2:11][N:13]1[CH2:18][CH2:17][CH2:16][C@H:15]([C:19]2[CH:20]=[C:21]([OH:25])[CH:22]=[CH:23][CH:24]=2)[CH2:14]1

Participants

3

Reactant 2

HCID 2723981Borane;tetrahydrofuranHCID 66726956HCID 66726956, compound

Product 1

HCID 251750011106938-11-7Yield 47.8%

Procedure

(R)-2,3-Dihydrobenzo[1,4]dioxin-2-yl-[(R*)-3-(3-hydroxyphenyl)piperidin-1-yl]-methanone (17.8 g, 54.7 mmol) was treated with BH3THF according to the above general procedure. Crystallisation from hot EtOH gave 8.5 g of the title compound as almost white crystals.

Workup

  1. customCrystallisation from hot EtOH

Sources & evidence

ORD record
ord-b31ad5636d8841c7bb4d02924f858e27
Source dataset
uspto-grants-2014_08
Patent number
US08809536B2

Reaction notes

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