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Hydrochloric Acid → Methyl 4-benzyloxybenzimidate hydrochloride

HRID 345684
Notes
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Reaction equation

HRID 345684 reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:17].C1C[O:21][CH2:20]C1>CO>[ClH:17].[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:13](=[NH:14])[O:21][CH3:20])=[CH:15][CH:16]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 5613714-Benzyloxybenzonitrile

Product 1

HCID 12222189Methyl 4-benzyloxybenzimidate hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 560 mg of 4-benzyloxybenzonitrile in 16 ml of THF and 0.2 ml of methanol, cooled to 0° C., was saturated with hydrogen chloride and kept at 4° C. for 16 hours. The precipitate was filtered off, washed with diethyl ether and dried to give 357 mg of methyl 4-benzyloxybenzimidate hydrochloride, m.p. 179°-180° C.

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-7456a4145aae444eb85ca8084af499b7
Source dataset
uspto-grants-1991_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05057614

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes