Thionyl Chloride → 2,4-Dibenzyloxyphenylacetyl chloride

HRID 981387Notes

Reaction equation

HRID 981387 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:12]=[CH:11][C:10]=1[CH2:23][C:24]([OH:26])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:29])=O>C1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:12]=[CH:11][C:10]=1[CH2:23][C:24]([Cl:29])=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 50283782-[2,4-Bis(benzyloxy)phenyl]acetic Acid

Product 1

HCID 138730072,4-Dibenzyloxyphenylacetyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2,4-Dibenzyloxyphenylacetic acid [IX] (1.4 g) was dissolved in anhydrous benzene (30 ml) and then thereto was added thionyl chloride (5 g) and the mixture was left to stand at room temperature (20° C.) for 20 minutes. The reaction mixture was concentrated to dryness under reduced pressure to obtain crude 2,4-dibenzyloxyphenylacetyl chloride [X]. This was used for the subsequent reaction without purification.

Workup

  1. waitthe mixture was left
  2. customto stand at room temperature
  3. custom(20° C.)
  4. customfor 20 minutes
  5. concentrationThe reaction mixture was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-ba3f87860b5f475f8585b1637f92c618
Source dataset
uspto-grants-1991_02
Patent number
US04990614

Reaction notes

Loading…