Hydrochloric Acid → (3aR, 7R,7aR)-4,4-diphenyl-7-fluoroperhydroisoindole hydrochloride

HRID 2399992노트

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HRID 2399992 반응식
C(OC([N:8]1[CH2:16][C@@H:15]2[C@@H:10]([C@H:11]([F:29])[CH2:12][CH2:13][C:14]2([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:9]1)=O)(C)(C)C.[ClH:30]>O1CCOCC1>[ClH:30].[C:23]1([C:14]2([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:13][CH2:12][C@@H:11]([F:29])[C@@H:10]3[C@H:15]2[CH2:16][NH:8][CH2:9]3)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 54399787(3aR, 7R,7aR)-2-t-butoxycarbonyl-4,4-diphenyl-7-fluoroperhydroisoindole

생성물 1

HCID 67746156(3aR, 7R,7aR)-4,4-diphenyl-7-fluoroperhydroisoindole hydrochloride

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

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온도
20 °C

실험 절차

A solution of 2.25 g of (3aR,7R,7aR)-2-t-butoxycarbonyl-4,4-diphenyl-7-fluoroperhydroisoindole in 25 cm3 of dioxane is treated with a 5.8N solution of hydrochloric acid in dioxane and stirred for 2 hours at 20° C. and then concentrated to dryness under reduced pressure (2.7 kPa). The residue is concentrated by adding 100 cm3 of isopropyl oxide, the solid is filtered and dried to give 1.8 g of (3aR,7R,7aR)-4,4-diphenyl-7-fluoroperhydroisoindole hydrochloride, in the form of a cream-colored powder. Proton NMR spectrum (DMSO-d6): 1.0-1.35 (mt, 1H of CH2 in 6); 4.9 (broad d, J=50, 1H, CHF); 7.1 to 7.5 (mt, 14H, aromatics); 9.05 and 9.9 (2 mf, 2×1H, NH2+).

후처리

  1. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
  2. concentrationThe residue is concentrated
  3. additionby adding 100 cm3 of isopropyl oxide
  4. filtrationthe solid is filtered
  5. customdried

출처 및 근거

ORD 기록
ord-9ca560f141ff48769de5734b5bf4892d
출처 데이터셋
uspto-grants-1995_09
특허 번호
US05451601

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