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

HRID 596174ノート

反応式

HRID 596174 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-bf7174be5b8a46eda7c771bc098c6e34
出典データセット
uspto-grants-1977_03
特許番号
US04010166

反応ノート

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