Paraldehyde → 1-Chloroethyltetradecanoate

HRID 231280

반응식

HRID 231280 반응식
[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]

참가 물질

4

반응물 3

HCID 31264ParaldehydeHCID 66986Myristoyl chlorideHCID 5284359Calcium Chloride

생성물 1

HCID 142456981-Chloroethyltetradecanoate수율 496%

실험 절차

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 --).

후처리

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

출처 및 근거

ORD 기록
ord-53e02a3148814d1a87d85bafb53d611b
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04845233

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