Hydrochloric Acid → 3-Chloro-alpha-[[[1,1-dimethylethyl]amino]methyl]benzenemethanol hydrochloride salt

HRID 1090616ノート

反応式

HRID 1090616 の反応式
B.CSC.[CH3:5][C:6]([NH:9][C:10](=O)[CH:11]([OH:19])[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=1)([CH3:8])[CH3:7].CO.Cl>O1CCCC1>[ClH:18].[Cl:18][C:14]1[CH:13]=[C:12]([CH:11]([CH2:10][NH:9][C:6]([CH3:8])([CH3:7])[CH3:5])[OH:19])[CH:17]=[CH:16][CH:15]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 12423031(Dimethyl sulfide)trihydroboronHCID 19913633N-[1,1-dimethylethyl]-3-chloro-alpha-hydroxybenzeneacetamide

生成物 1

HCID 199136423-Chloro-alpha-[[[1,1-dimethylethyl]amino]methyl]benzenemethanol hydrochloride salt

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Borane-methyl sulphide (2.15g, 2.7ml, 4 equivs.) was added dropwise, under nitrogen, to a stirred solution of N-[1,1-dimethylethyl]-3-chloro-α-hydroxybenzene acetamide (1.71g) in dry tetrahydrofuran. The resulting solution was stirred and heated under reflux for 2h., cooled, and treated with methanol (1ml). The reaction mixture was heated under reflux for 1 h., cooled, treated with methanolic hydrogen chloride, and the solvent evaporated to give 3-chloro-α-[[[1,1-dimethylethyl]amino]methyl]benzenemethanol hydrochloride salt, 1.5g, m.p. 165-175° C.

後処理

  1. temperatureheated
  2. temperatureunder reflux for 2h.
  3. temperaturecooled
  4. temperatureThe reaction mixture was heated
  5. temperatureunder reflux for 1 h.
  6. temperaturecooled
  7. customthe solvent evaporated

出典と根拠

ORDレコード
ord-6c71fadbafc24334ab2c0e4f5f6016bb
出典データセット
uspto-grants-1992_01
特許番号
US05082840

反応ノート

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