Hexanoic acid, 6-chloro-6-oxo-, ethyl ester → HCID 12906134, compound

HRID 647037Notes

Reaction equation

HRID 647037 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([CH3:13])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].Cl[C:15]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23]CC)=[O:22])=[O:16]>>[OH:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[C:5]([CH3:13])[C:4]=1[C:15]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[O:16]

Participants

3

Reactant 2

HCID 14065Hexanoic acid, 6-chloro-6-oxo-, ethyl esterHCID 809223,4,5-Trimethoxytoluene2×

Product 1

HCID 12906134HCID 12906134, compound

Procedure

3,4,5-Trimethoxytoluene (formula VII wherein R=H3CO, X=H, Y=H3CO) (2.09 parts) and ethyl 5-chloroformylpentanoate (2.66 parts) were treated in the same manner as Example 4. The procedure provided 5-(2'-hydroxy-3',4'-dimethoxy-6'-methylbenzoyl)pentanoic acid (formula II-1 wherein R=H3CO, X=H, Y=OH, n=4, in the free form) (1.97 part) as pale-brown needles melting at 111°-112° C.

Sources & evidence

ORD record
ord-253373f2d95748cea8f4f4b0a6db92d8
Source dataset
uspto-grants-1983_10
Patent number
US04407757

Reaction notes

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