Formic Acid → HCID 22298443, compound

HRID 1173778Notes

Reaction equation

HRID 1173778 reaction equation
[Cl:1][CH:2]([C:8](=[O:12])[CH2:9][CH2:10][CH3:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4].C(N(CC)CC)C.C(O)=O>ClC1C=CC=CC=1>[Cl:1][CH:2]([CH:8]([OH:12])[CH2:9][CH2:10][CH3:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 8471TriethylamineHCID 11424094Ethyl 2-chloro-3-oxohexanoate

Product 1

HCID 22298443HCID 22298443, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

Ethyl 2-chloro-3-oxohexanoate (194 mg), chlorobenzene (3 ml), RuCl[(S,S)-TsDPEN](p-cymene) complex (1 mol %) and triethylamine (5 equivalents) were mixed, and formic acid (3 equivalents) was gradually added thereto. The reaction was carried out at 40° C. for 3 hours. The reaction mixture was analyzed. As a result, the conversion ratio was 100%, and the isomer ratio of (2S,3R):(2S,3S):(2R,3R):(2R,3S) is 63.7:24.9:4.1:7.3.

Sources & evidence

ORD record
ord-9917489f69bb4effad58083d1a3b3065
Source dataset
uspto-grants-2010_11
Patent number
US07834190B2

Reaction notes

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