Trifluoroacetic acid → HCID 86752941, compound

HRID 1957591Notes

Reaction equation

HRID 1957591 reaction equation
[CH2:1]([C:19]([CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]/[CH:42]=[CH:43]\[CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])(C(OC(C)(C)C)=O)[C:20]([O:22]C(C)(C)C)=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>ClCCl>[CH2:1]([CH:19]([CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]/[CH:42]=[CH:43]\[CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[C:20]([OH:22])=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 86752942HCID 86752942, compound

Product 1

HCID 86752941HCID 86752941, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 3 g of this di-t-butyl dioleylmalonate was dissolved in a solution comprising 20 ml of anisole, 20 ml of dichloromethane and 10 ml of trifluoroacetic acid, followed by stirring at room temperature overnight. After reaction, volatile components were distilled off. The residue was then heated at 150° C. for 4 hours to remove carbonic acid, thereby obtaining 2.32 g of α,α-dioleylacetic acid [RF =0.12 (chloroform:methanol=10:1)].

Workup

  1. customAfter reaction, volatile components
  2. distillationwere distilled off
  3. temperatureThe residue was then heated at 150° C. for 4 hours
  4. customto remove carbonic acid

Sources & evidence

ORD record
ord-9e00944567f649d5b467ba90a25c52b8
Source dataset
uspto-grants-1998_07
Patent number
US05786387

Reaction notes

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