Pivalic anhydride → HCID 18957015, compound

HRID 2379448Notes

Reaction equation

HRID 2379448 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([OH:15])[C:12]=1[O:13][CH3:14])[CH:9]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1)[NH:8][CH2:7][CH2:6]2.CC(C)(C)[C:27](OC(=O)C(C)(C)C)=[O:28]>C(Cl)(Cl)Cl>[CH:27]([N:8]1[CH2:7][CH2:6][C:5]2[C:10](=[C:11]([OH:15])[C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:9]1[CH2:16][C:17]1[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=1)=[O:28]

Participants

4

Reactant 2

HCID 15234Pivalic anhydrideHCID 9818855HCID 9818855, compound

Product 1

HCID 18957015HCID 18957015, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a suspension of 6,7-dimethoxy-1-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-8-ol (2.26 g, 6.86 mmole) in chloroform (60 ml) was added formic trimethylacetic anhydride (1.16 g, 8.91 mmole) at 0° C. The mixture was stirred for 30 minutes and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-hexane to give intermediate 1 (2.23 g) as colorless crystals.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-6118335997d140a5bc3fbb59a0e68b60
Source dataset
uspto-grants-1994_11
Patent number
US05362736

Reaction notes

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