Carbon Dioxide → Octyl isocyanate

HRID 488194

反応式

HRID 488194 の反応式
[CH2:1]([NH2:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].CCCCCCCCCCCCC.[C:23](=O)=[O:24].CN(C)C.S(=O)(=O)=O.C(=O)(OCCCCCCCC)N.N(C)(C)C>C(OCC)C.C(#N)C>[CH2:1]([N:9]=[C:23]=[O:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

参加物

9

反応物 6

HCID 280Carbon Dioxide2 回HCID 1146TrimethylamineHCID 8143OctylamineHCID 12388TridecaneHCID 16240Carbamic acid, octyl esterHCID 222852Methanamine, N,N-dimethyl-, compd. with sulfur trioxide (1:1)

生成物 1

HCID 76616Octyl isocyanate収率 11%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6342Acetonitrile溶媒2 回

実験手順

A Fischer-Porter bottle was charged with 0.55 g (4.2 mmol) of octyl amine, 0.99 g of P1 tBu (3 mmol), 25 mL of acetonitrile and 130 mg (0.84 mmol) of tridecane as an internal standard. The bottle was pressurized to 80 psig with carbon dioxide and the solution was stirred for 30 min. at room temperature. A second Ficher-Porter bottle was charged with 0.65 g (4.7 mmol) of sulfur trioxide trimethylamine adduct (SO3 -NMe3) and 20 mL of acetonitrile then pressurized to 80 psig with CO2. The two solutions were cooled to 0° C. in an ice bath for 10 min after which time the octyl carbamate solution was added rapidly to the SO3 -NMe3 suspension. An aliquot was taken after five minutes and diluted with diethyl ether prior to G.C. analysis which indicated a yield of 11% octyl isocyanate. Further monitoring of the reaction progress over 48 hrs gave a maximum yield of 27% octyl isocyanate.

後処理

  1. waitAn aliquot was taken after five minutes

出典と根拠

ORDレコード
ord-f85167ad5c124e16af34afd972aed7d2
出典データセット
uspto-grants-1994_03
特許番号
US05298651

関連ノート

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