Paraldehyde → 1-Chloroethyltetradecanoate

HRID 231280

反応式

HRID 231280 の反応式
[C:1](Cl)(=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[CH3:17][CH:18]1[O:23]C(C)OC(C)O1.[Cl-:26].[Ca+2].[Cl-]>>[Cl:26][CH:18]([O:23][C:1](=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH3:17]

参加物

4

反応物 3

HCID 31264ParaldehydeHCID 66986Myristoyl chlorideHCID 5284359Calcium Chloride

生成物 1

HCID 142456981-Chloroethyltetradecanoate収率 496%

実験手順

Tetradecanoyl chloride (40 gms, 0.16 mol), dry paraldehyde (21 gm, 0.16 mol) and anhydrous calcium chloride (2 gms) were refluxed in a 500 ml one-necked flask (protected from atmospheric moisture with a drying guard tube) for 24 hours. The reaction mixture was cooled and chromatographed through a column of Florisil using chloroform as the eluent to give a semisolid product (26 gm, 56%). 1H n.m.r.(CDCl3): δ0.90(3H, t, J=4 Hz, CH3 --), 1.26(22H, s, broad, --[CH2 ]11 --), 1.78(3H, d, J=6 Hz, --CHCH3 --), 2.33(2H, d, J=6 Hz, --COCH2 --), 6.55(1H, q, J=6 Hz, --CHCH3 --).

後処理

  1. temperatureThe reaction mixture was cooled
  2. customchromatographed through a column of Florisil

出典と根拠

ORDレコード
ord-53e02a3148814d1a87d85bafb53d611b
出典データセット
uspto-grants-1989_07
特許番号
US04845233

関連ノート

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