Hydrochloric Acid → 7-Hydroxybenzo[b]thiophene-4-carbaldehyde

HRID 2060877ノート

反応式

HRID 2060877 の反応式
C[O:2][C:3]1[C:8]2[S:9][CH:10]=[CH:11][C:7]=2[C:6]([CH:12]=[O:13])=[CH:5][CH:4]=1.CC(C)([O-])C.[K+].Cl.C(N(C(S)C)CC)C.Cl>CN(C=O)C>[OH:2][C:3]1[C:8]2[S:9][CH:10]=[CH:11][C:7]=2[C:6]([CH:12]=[O:13])=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 106792907-Methoxybenzo[b]thiophene-4-carbaldehydeHCID 236176041-(Diethylamino)ethanethiol;hydrochlorideHCID 23665647Potassium tert-butoxide

生成物 1

HCID 594013507-Hydroxybenzo[b]thiophene-4-carbaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

7-Methoxybenzo[b]thiophene-4-carbaldehyde (Preparation 68) (844 mg, 4.39 mmol) was added to a suspension of potassium tert-butoxide (1.5 g, 14.0 mmol) and diethylaminoethanethiol hydrochloride (1.12 g, 6.58 mmol) in DMF (22 mL). The mixture was refluxed for 1 h. After cooling the mixture was acidified to pH 1 with 1N HCl and the aqueous phase extracted with EtOAc. The organic phase was washed with water, brine and dried (MgSO4). Solvent was removed in vacuo to give the title compound: RT=2.59 min; m/z (ES+)=178.2 [M+H]+.

後処理

  1. temperatureThe mixture was refluxed for 1 h
  2. temperatureAfter cooling the mixture
  3. extractionthe aqueous phase extracted with EtOAc
  4. washThe organic phase was washed with water, brine
  5. dry with materialdried (MgSO4)
  6. customSolvent was removed in vacuo

出典と根拠

ORDレコード
ord-1707446d7d3440a5860aacb6ff1b041d
出典データセット
uspto-grants-2012_10
特許番号
US08278442B2

反応ノート

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