Hydrochloric Acid → 1-Aminomethyl-5,6-bis(trimethylacetoxy)-3,4-dihydro-3-phenyl-naphthalene hydrochloride

HRID 54128노트

반응식

HRID 54128 반응식
C(OC([NH:8][CH2:9][C:10]1[C:19]2[C:14](=[C:15]([O:27][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30])[C:16]([O:20][C:21](=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:17][CH:18]=2)[CH2:13][CH:12]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:11]=1)=O)(C)(C)C.[ClH:40]>O1CCOCC1>[ClH:40].[NH2:8][CH2:9][C:10]1[C:19]2[C:14](=[C:15]([O:27][C:28](=[O:33])[C:29]([CH3:30])([CH3:31])[CH3:32])[C:16]([O:20][C:21](=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:17][CH:18]=2)[CH2:13][CH:12]([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:11]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 19961074N-t-Butyloxycarbonyl-1-aminomethyl-5,6-bis(trimethylacetoxy)-3,4-dihydro-3-phenyl naphthalene

생성물 1

HCID 199612231-Aminomethyl-5,6-bis(trimethylacetoxy)-3,4-dihydro-3-phenyl-naphthalene hydrochloride수율 90%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

N-t-Butyloxycarbonyl-1-aminomethyl-5,6-bis(trimethylacetoxy)-3-phenyl-3,4-dihydronaphthalene (14 g, 26 mmol), from Step 2, was dissolved in 75 mL of dioxane and saturated with anhydrous hydrogen chloride. The reaction mixture was stirred for 2 h and concentrated in vacuo. The solid residue was dissolved in a minimum amount of methanol and the methanol solution was added dropwise to an excess amount (500 mL) of diethyl ether. The precipitate was filtered, washed with diethyl ether and dried to give 9.1 g (90% yield) of 1-aminomethyl-5,6-bis(trimethylacetoxy)-3-phenyl-3,4-dihydronaphthalene hydrochloride as a white powder, m.p. 210°-212° C.; 1H NMR (d6 -DMSO) δ: 1.25 (s, 9H), 1.28 (s, 9H), 2.61 (dd, 1H), 2.89 (dd, 1H), 3.75-3.85 (m, 1H), 3.99 (s, 2H), 6.28 (d, 2H), 7.15 (d, 1H), 7.2-7.35 (m, 5H), 7.37 (d, 1H), 8.37 (br s, 3H).

후처리

  1. concentrationconcentrated in vacuo
  2. dissolutionThe solid residue was dissolved in a minimum amount of methanol
  3. additionthe methanol solution was added dropwise to an excess amount (500 mL) of diethyl ether
  4. filtrationThe precipitate was filtered
  5. washwashed with diethyl ether
  6. customdried

출처 및 근거

ORD 기록
ord-2192c68811c64f79b4f3a5e44c55e488
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05621133

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