Methyl chloroformate → HCID 86601826, compound

HRID 2115911Notes

Reaction equation

HRID 2115911 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[C:5]2[O:9][CH:8]([CH2:10][NH2:11])[CH2:7][C:6]=2[CH:12]=1.C(N(C(C)C)CC)(C)C.Cl[C:29]([O:31][CH3:32])=[O:30]>>[CH3:32][O:31][C:29](=[O:30])[NH:11][CH2:10][CH:8]1[CH2:7][C:6]2[CH:12]=[C:2]([Cl:1])[CH:3]=[C:4]([CH:13]3[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]3)[C:5]=2[O:9]1

Participants

4

Reactant 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 68968192HCID 68968192, compound

Product 1

HCID 86601826HCID 86601826, compoundYield 97.6%

Procedure

Treatment of (±)-(5-chloro-7-cyclohexyl-2,3-dihydro-1-benzofuran-2-yl)methylamine (2.20 g, 7.28 mmol) with diisopropylethylamine (2.94 g, 22.7 mmol) and methyl chloroformate (1.08 g, 11.4 mmol) generally according to the procedure described for Intermediate 12 provided 2.30 g (93%) of (±)-methyl(5-chloro-7-cyclohexyl-2,3-dihydro-1-benzofuran-2-yl)methylcarbamate as a white solid. mp 100-103° C.; Anal. calcd. for C17H22ClNO3: C, 63.06; H, 6.85; N, 4.33. Found: C, 63.16; H, 6.3; N, 4.25.

Sources & evidence

ORD record
ord-f280d29c596c4bffa516037f8b5a2040
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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