Hydrochloric Acid → HCID 69652629, compound

HRID 2215264Notes

Reaction equation

HRID 2215264 reaction equation
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[O:8][CH2:9][C@H:10]([O:21][CH3:22])[CH2:11][S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19][CH3:20])C=CC=CC=1.Cl>C(O)C>[CH3:22][O:21][C@H:10]([CH2:11][S:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20])[CH2:9][OH:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69652491HCID 69652491, compound

Product 1

HCID 69652629HCID 69652629, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

35.8 g (0.076 mol) of 1-(3-triphenylmethyloxy-2-(S)-methoxypropylthio)-2-methoxybenzene (XIII-1) and 150 ml of a solution of hydrochloric acid (2.5N) in ethanol are introduced into a round-bottomed flask kept under an inert atmosphere. The mixture is stirred at ambient temperature for 4 hours. The white precipitate formed is removed by filtration and the filtrate is concentrated under reduced pressure. The residue is purified by flash chromatography on silica gel (eluent: dichloromethane/ethyl acetate=90:10). 13.4 g (0.058 mol) of the title compound (XIV-1) are recovered in the form of an orange oil.

Workup

  1. customThe white precipitate formed
  2. customis removed by filtration
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. customThe residue is purified by flash chromatography on silica gel (eluent: dichloromethane/ethyl acetate=90:10)

Sources & evidence

ORD record
ord-9f74acd2ae4b481ca78beb530f9ccb69
Source dataset
uspto-grants-2006_09
Patent number
US07109234B2

Reaction notes

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