Cerium(III) chloride → HCID 66931212, compound

HRID 511999Notes

Reaction equation

HRID 511999 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]([C:16]1[O:17][C:18]([CH3:21])=[N:19][N:20]=1)[OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:22]([O:29]C1C=CC(OCCCCCCC=O)=CC=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[Cl-].[Ce+3].[Cl-].[Cl-].CN1NC=CO1>>[CH2:22]([O:29][C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]([C:16]2[O:17][C:18]([CH3:21])=[N:19][N:20]=2)[OH:15])=[CH:7][CH:6]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 4

HCID 24636Cerium(III) chlorideHCID 20213174HCID 20213174, compoundHCID 66930888HCID 66930888, compoundHCID 86636788HCID 86636788, compound

Product 1

HCID 66931212HCID 66931212, compoundYield 55%

Procedure

The synthesis was carried out analogous to the preparation of 64.1 using 62.2 (0.1 g, 0.32 mmol), cerium chloride (0.44 g, 1.6 mmol) and 63 (0.42 g, 1.6 mmol). Purification by flash column chromatography on silica gel gave pure 64.2 (0.077 mg, 55% yield) as a white solid (m p 98-100° C.).

Workup

  1. customPurification by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-47e74e02460c4b2e9a99dc8f6c6b793d
Source dataset
uspto-grants-2015_08
Patent number
US09102622B2

Reaction notes

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