tert-Butanol → HCID 22010963, 화합물

HRID 660822

반응식

HRID 660822 반응식
[CH2:1]([O:8][C:9]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:10]=1C(O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19]([OH:23])([CH3:22])([CH3:21])[CH3:20].C([N:26]([CH2:29]C)CC)C.C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:38])=CC=1>C1(C)C=CC=CC=1.CCOC(C)=O>[C:19]([O:23][C:29](=[O:38])[NH:26][C:10]1[CH:14]=[CH:15][C:16]([Cl:18])=[CH:17][C:9]=1[O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)([CH3:22])([CH3:21])[CH3:20]

참가 물질

7

반응물 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 224521542-(Benzyloxy)-4-chlorobenzoic acid

생성물 1

HCID 22010963HCID 22010963, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

반응 조건

온도
85 °C

실험 절차

To a solution of 2-benzyloxy-4-chlorobenzoic acid (12.9 g, 46.6 mmol), t-butanol (17.5 mL, 186 mmol) and triethylamine (7.79 mL, 55.9 mmol) in toluene (250 mL) is added DPPA (11.1 mL, 51.3 mmol) and the mixture is stirred at 85° C. for 3 h then at 65° C. for 48 h. The mixture is diluted with EtOAc (500 mL) and is washed with 1N HCl (3×150 mL), NaHCO3 (3×150 mL) and brine (150 mL). The organic phase is dried over sodium sulfate and the solvent evaporated to give a brown solid which is triturated with hexane to give the title compound: (M−1)−=332.

후처리

  1. waitat 65° C. for 48 h
  2. washis washed with 1N HCl (3×150 mL), NaHCO3 (3×150 mL) and brine (150 mL)
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. customthe solvent evaporated
  5. customto give a brown solid which
  6. customis triturated with hexane

출처 및 근거

ORD 기록
ord-d9458652188140359ec8df881f4c9e69
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084448B2

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