Acetonitrile → 4-[7-Phenyl-4-(prop-2-en-1-yl)-1,4-oxazepan-7-yl]phenol

HRID 596174노트

반응식

HRID 596174 반응식
Cl.[OH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[O:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1.C(#N)C.[CH2:25](Br)[CH:26]=[CH2:27]>C(N(CC)CC)C>[CH2:27]([N:12]1[CH2:11][CH2:10][C:9]([C:6]2[CH:5]=[CH:4][C:3]([OH:2])=[CH:8][CH:7]=2)([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[O:15][CH2:14][CH2:13]1)[CH:26]=[CH2:25]

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 7841Allyl bromideHCID 203266424-(7-Phenyl-1,4-oxazepan-7-yl)phenol--hydrogen chloride (1/1)

생성물 1

HCID 203266444-[7-Phenyl-4-(prop-2-en-1-yl)-1,4-oxazepan-7-yl]phenol

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

The mixture of 11.2 g of 7-(4-hydroxyphenyl)-7-phenylhexahydro-1,4-oxazepine hydrochloride, 110 ml of dry acetonitrile, 14.0 g of triethylamine and 5.05 g of allyl bromide is stirred at room temperature for 48 hours. It is evaporated and the residue partitioned between benzene and 2N aqueous sodium hydroxide. The aqueous layer is separated, combined with a further basic extraction of the benzene solution, and the combined aqueous solutions are adjusted to 9 pH of 4-6.3 with acetic acid. The solid which separates is collected, dried and converted to the hydrochloride in acetone (mp. 150°-153°). The free base is liberated again and crystalized from ethanol, to yield the 4-allyl-7-(4-hydroxyphenyl)-7-phenyl-hexahydro-1,4-oxazepine melting at 205°-207°.

후처리

  1. customIt is evaporated
  2. customthe residue partitioned between benzene and 2N aqueous sodium hydroxide
  3. customThe aqueous layer is separated
  4. extractioncombined with a further basic extraction of the benzene solution
  5. customThe solid which separates is collected
  6. customdried
  7. customcrystalized from ethanol

출처 및 근거

ORD 기록
ord-bf7174be5b8a46eda7c771bc098c6e34
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04010166

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