Thioglycolic Acid → 2-(Tritylthio)acetic acid

HRID 359130Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 359130
[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[SH:21][CH2:22][C:23]([OH:25])=[O:24]>FC(F)(F)C(O)=O>[C:7]([S:21][CH2:22][C:23]([OH:25])=[O:24])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 2

HCID 1133Thioglycolic AcidHCID 6457Triphenylcarbinol

Produkt 1

HCID 42453062-(Tritylthio)acetic acidAusbeute 94,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

This compound was synthesized by the condensation of triphenylmethanol (2.84 g, 10.8 mmoles) with mercaptoacetic acid (0.75 ml, 10.8 mmoles) in 19 ml trifluoracetic acid. The TFA was removed in vacuo, giving an orange oil, which was purified by dissolution in ether and extraction with 1 N NaOH. The aqueous phase was acidified with 6N HCl, and extracted with two 30 ml portions of ether. The ethereal phase was dried over MgSO4 and evaporated to give 3.41 g (93%) of a white solid.

Aufarbeitung

  1. customThe TFA was removed in vacuo
  2. customgiving an orange oil, which
  3. customwas purified by dissolution in ether
  4. extractionextraction with 1 N NaOH
  5. extractionextracted with two 30 ml portions of ether
  6. dry with materialThe ethereal phase was dried over MgSO4
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-3491d70d6f84495783e0f1a510576c8c
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04999424

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