Trityl chloride → [1-(triphenylmethyl)-1H-imidazol-4-yl]methanol

HRID 6771

반응식

HRID 6771 반응식
Cl.[OH:2][CH2:3][C:4]1[N:5]=[CH:6][NH:7][CH:8]=1.CCN(CC)CC.Cl[C:17]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C=O)C>[OH:2][CH2:3][C:4]1[N:5]=[CH:6][N:7]([C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:8]=1

참가 물질

5

반응물 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 178418488HCID 178418488, 화합물2회

생성물 1

HCID 382182[1-(triphenylmethyl)-1H-imidazol-4-yl]methanol수율 78.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

4-Hydroxymethylimidazole hydrochloride (compound xiii where R2 is H) (2.50 g, 18.6 mmol) and Et3N (2.59 ml, 18.6 mmol) were combined in DMF (30 ml) and stirred at room temperature. A solution of chlorotriphenylmethane (5.19 g, 18.6 mmol) in DMF (25 ml) was added dropwise at room temperature and the resulting mixture was stirred at room temperature for about 23 hours and then poured into ice water (300 ml). The product was filtered off, washed with cold water (75 ml) and triturated with p-dioxane (30 ml). The product was filtered off and dried under reduced pressure to yield product (4.96 g, 78%). NMR (300 MHZ, DMSO-d6, 30° C.) 7.3–7.5 (9H, m), 7.25–7.35 (1H, d), 7.0–7.2 (6H, m), 6.7–6.75 (1H, s), 4.15–4.2 (2H, m).

후처리

  1. stirringthe resulting mixture was stirred at room temperature for about 23 hours
  2. filtrationThe product was filtered off
  3. washwashed with cold water (75 ml)
  4. customtriturated with p-dioxane (30 ml)
  5. filtrationThe product was filtered off
  6. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-6cbd47be74554fafb353de8fa6d07f48
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084135B1

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