Aluminium lithium hydride → HCID 22250514, compound

HRID 890295Notes

Reaction equation

HRID 890295 reaction equation
C[O:2][C:3](=O)[CH2:4][CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][N:7]1[S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OCC)C.CCCCCC>C1COCC1>[C:17]1([CH3:20])[CH:16]=[CH:15][C:14]([S:11]([N:7]2[CH2:8][CH2:9][CH2:10][CH:6]2[CH2:5][CH2:4][CH2:3][OH:2])(=[O:12])=[O:13])=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 21226445Aluminium lithium hydrideHCID 21584099Diethylether hexaneHCID 69596740HCID 69596740, compound

Product 1

HCID 22250514HCID 22250514, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reduction of (RS)-3-[1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propionic acid methyl ester with lithium aluminum hydride (1.5 eq.) in THF at RT, aqueous work-up and crystallization from diethyl ether/hexane yielded (RS)-3-[1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propanol, colorless oil, MS: m/e=284.2 (M+H+).

Sources & evidence

ORD record
ord-8918b17d44c34e38b5e6a6d4cb4bdd40
Source dataset
uspto-grants-2006_02
Patent number
US06995182B2

Reaction notes

Loading…