Thionyl Chloride → HCID 23295002, 화합물

HRID 1955265

반응식

HRID 1955265 반응식
[C:1]1([C:7]2([C:11]([OH:13])=[O:12])[CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=S(Cl)[Cl:16].[CH:18]([N:21]([CH:25](O)[CH3:26])[CH:22](C)[CH3:23])(C)[CH3:19]>>[ClH:16].[C:1]1([C:7]2([C:11]([O:13][CH2:19][CH2:18][N:21]([CH2:25][CH3:26])[CH2:22][CH3:23])=[O:12])[CH2:8][CH2:9][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 3

HCID 24386Thionyl ChlorideHCID 2771711-Phenylcyclobutanecarboxylic acidHCID 22348659HCID 22348659, 화합물

생성물 1

HCID 23295002HCID 23295002, 화합물

반응 조건

온도
80 °C

실험 절차

1-Phenylcyclobutanecarboxylic acid (1.9 mmol) was refluxed with SOCl2 (5 mL). After 0.5 h, the reaction mixture was evaporated and the residue dissolved in toluene. Diisopropylaminoethanol (3.8 mmol) was added and the mixture was heated at 80° C. for 1.5 h. The reaction mixture was filtered and chromatographed on silica gel using toluene-Et3N 95:5 as eluent. The yield was 1.3 g (73%); mp 137-139° C.; 1H NMR (D2O) δ 1.25 (t, 6H), 1.92-2.01 (m, 1H), 2.07-2.16 (m, 1H), 2.64 (m, 2H), 2.89 (m, 2H), 3.11 (q, 4H), 3.50 (t, 2H), 4.48 (t, 2H), 7.44 (m, 1H), 7.48 (m, 2H), 7.53 (m, 2H). Anal. (C17H25NO2.HCl) C, H, N.

후처리

  1. customthe reaction mixture was evaporated
  2. dissolutionthe residue dissolved in toluene
  3. filtrationThe reaction mixture was filtered
  4. customchromatographed on silica gel

출처 및 근거

ORD 기록
ord-18f4d0e48b7145678c6c6cd10f086ed9
출처 데이터셋
uspto-grants-2000_09
특허 번호
US06124354

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