2-Aminobenzyl alcohol → HCID 22594274, compound

HRID 1761027Notes

Reaction equation

HRID 1761027 reaction equation
O=[C:2]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][OH:21].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>ClC(Cl)C>[OH:21][CH2:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[NH:13][CH:2]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH2:3][C:4]([O:6][CH3:7])=[O:5]

Participants

5

Reactant 3

HCID 214392-Aminobenzyl alcoholHCID 74591Dimethyl 3-oxoglutarateHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 22594274HCID 22594274, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

There are added in succession, to a solution of dimethyl 3-oxopentanedioate (5 g; 28.71 mmol; 4.2 ml) in dichloroethane (125 ml) at 0° C., (2-aminophenyl)methanol (2.95 g; 23.93 mol), and then NaBH(OAc)3 (6 g; 28.71 mol) in small portions.

Sources & evidence

ORD record
ord-c2b821fcd84440a28155fc4d5f66234b
Source dataset
uspto-grants-2005_01
Patent number
US06846833B2

Reaction notes

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