Formic Acid → HCID 20252409, compound

HRID 638507Notes

Reaction equation

HRID 638507 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:26]=[CH:25][C:6]([O:7][C:8]2[CH:24]=[CH:23][C:11]([O:12][CH:13]([CH3:22])[CH:14]([OH:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.C(Cl)Cl.O.[CH:33](O)=[O:34]>>[F:1][C:2]([F:27])([F:28])[C:3]1[CH:4]=[CH:5][C:6]([O:7][C:8]2[CH:24]=[CH:23][C:11]([O:12][CH:13]([CH3:22])[CH:14]([O:21][CH:33]=[O:34])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:10][CH:9]=2)=[CH:25][CH:26]=1

Participants

5

Reactant 4

HCID 284Formic AcidHCID 962WaterHCID 6344DichloromethaneHCID 12856783Ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-hydroxypentanoate

Product 1

HCID 20252409HCID 20252409, compoundYield 60%

Procedure

4 g of ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-hydroxypentanoate in formic acid were heated to 60° C. for 6 hours and to 65° C. for an additional 3 hours (approx. 80% complete reaction) Methylene chloride and H2O were added to the mixture after transferring to a separation funnel. The methylene chloride layer was washed with water, NaHCO3, water and brine, dried over MgSO4 and its volume reduced to 3.8 g. The product was purified by silica gel chromatography (hexane/ethyl acetate) and identified as the above methyl formoyloxypentanoate ester with an overall yield of 60%.

Workup

  1. additionwere added to the mixture
  2. customafter transferring to a separation funnel
  3. washThe methylene chloride layer was washed with water, NaHCO3, water and brine
  4. dry with materialdried over MgSO4 and its volume
  5. customThe product was purified by silica gel chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-6484a0f39b1f492099d5596133d09901
Source dataset
uspto-grants-1985_12
Patent number
US04561882

Reaction notes

Loading…