Benzyl chloroformate → HCID 91234359, compound

HRID 2116079Notes

Reaction equation

HRID 2116079 reaction equation
C(C([CH:10]1[CH2:14][C:13]2[CH:15]=[CH:16][CH:17]=[C:18]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=3[CH3:26])[C:12]=2[O:11]1)N)C1C=CC=CC=1.C([N:30](C(C)C)CC)(C)C.Cl[C:37]([O:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:38]>>[CH2:40]([O:39][C:37](=[O:38])[NH:30][CH:10]1[CH2:14][C:13]2[CH:15]=[CH:16][CH:17]=[C:18]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=3[CH3:26])[C:12]=2[O:11]1)[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1

Participants

4

Reactant 3

HCID 10387Benzyl chloroformateHCID 81531DiisopropylethylamineHCID 68968198HCID 68968198, compound

Product 1

HCID 91234359HCID 91234359, compoundYield 96.7%

Procedure

Treatment of (±)-benzyl[7-(4-chloro-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine (0.979 g, 3.15 mmol) with diisopropylethylamine (0.612 g, 4.73 mmol) and benzyl chloroformate (0.646 g, 3.79 mmol) generally according to the procedure described for Intermediate 12 provided 1.2 g (96%) of (±)-benzyl[7-(4-chloro-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]carbamate as a colorless oil.

Sources & evidence

ORD record
ord-9151d5a75868466bbe463e8712ab4a49
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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