(6-Hydroxymethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-carbamic acid tert-butyl ester → HCID 58841363, compound

HRID 32097Notes

Reaction equation

HRID 32097 reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][CH:8]1[C:17]2[C:12](=[CH:13][C:14]([CH2:18][OH:19])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>C(Cl)Cl.O=[Mn]=O>[C:1]([O:5][C:6](=[O:20])[NH:7][CH:8]1[C:17]2[C:12](=[CH:13][C:14]([CH:18]=[O:19])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 58841393(6-Hydroxymethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-carbamic acid tert-butyl ester

Product 1

HCID 58841363HCID 58841363, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of (6-hydroxymethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-carbamic acid tert-butyl ester (3.1 g, 11.18 mmol) in CH2Cl2 (30 mL) was added MnO2 (4.85 g, 55.9 mmol). The resulting mixture was stirred at RT under N2 gas for 18 h. Solvent was separated from MnO2 by passing through the Celite®. Solvent was evaporated in vacuo to give the final product. MS m/z: 276.5 (M+H). Calc'd. for C16H21NO3-275.34.

Workup

  1. customSolvent was separated from MnO2
  2. customSolvent was evaporated in vacuo

Sources & evidence

ORD record
ord-7580b5917b1d4d32add0ea7d072f004e
Source dataset
uspto-grants-2008_09
Patent number
US07425631B2

Reaction notes

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