Dichloromethane → 4-Phenylbutanethioamide

HRID 1378604노트

반응식

HRID 1378604 반응식
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([NH2:12])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:22])=CC=1.CCCCCC.C(Cl)Cl>C1(C)C=CC=CC=1.C(O)(=O)C>[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([NH2:12])=[S:22])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 8058HexaneHCID 87949Lawesson's reagentHCID 2633634-Phenylbutyramide

생성물 1

HCID 222823784-Phenylbutanethioamide수율 90%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 1140Toluene용매

실험 절차

To a solution of 4-phenylbutyramide (0.373 g, 2.28 mmol) in toluene (15 mL) was added Lawesson's reagent (0.461 g, 1.14 mmol). The reaction was refluxed overnight, cooled to room temperature and concentrated yielding an orange oil. Flash chromatography of this oil (1:1 hexane:methylene chloride with 1% acetic acid) yielded 4-phenylthiobutyramide (0.184 g) as a white solid: 1HNMR (DMSO d6 ) 400 mHz 9.33 (s, 1 H), 9.13 (s, 1 H), 7.29-7.23 (m, 2 H), 7.20-7.15 (m, 3 H), 2.56 (t, J=7.58 Hz, 2 H), 2.50-2.42 (m, 2 H), 2.00-1.85 (m, 2 H).

후처리

  1. temperatureThe reaction was refluxed overnight
  2. concentrationconcentrated
  3. customyielding an orange oil

출처 및 근거

ORD 기록
ord-e3ca98cc7da242a19e85566293cd2f8e
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05668161

반응 노트

불러오는 중…